Category: 328-73-4

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 328-73-4

Magnesium (230 mg) was added to 3,5-bis (trifluoromethyl) phenyl iodide (3.0 g, 8.8 mmol) in tetrahydrofuran (THF, 80 ml) and stirred for 1-5 hours.The temperature was lowered to -20 ° C and 3.0 g of DMTr-protected propylene oxide (8 mmol) in THF (10 ml) was added. Two hours after the reaction was returned to room temperature for 8 hours. Workup and purification by column chromatography gave 3.73 g of compound 7 (79percent).

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; Wang Ruowen; Qing Fengling; (27 pag.)CN103880877; (2017); B;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 328-73-4, HPLC of Formula: C8H3F6I

General procedure: A 25 mM solution of iodobenzene (5a) and K2CO3 (2 equiv) in H2O/CH3CN (2:1) was pumped at a flow rate of 1.0 mL/min(contact time: 58 s) through a Phoenix flow reactor systemequipped with two cartridges of 4 (total 500 mg; 0.084 mmolPd). Flow hydroxycarbonylation with CO gas introduced from agas module (10 mL/min) was conducted at 100 °C and a systempressure of 5 bar. The resulting solution was collected for 50min (50 mL) and the solvent was removed by evaporation. 2 Naq HCl (10 mL) was added and the resulting solid was collectedby filtration, washed with H2O (3 × 10 mL), and dried undervacuum to give benzoic acid (9a) as a white solid without anyfurther purification.Yield: 125 mg (82percent); mp 122 °C; 1H NMR(400 MHz, DMSO-d6): delta = 12.96 (br s, 1 H, COOH), 7.93 (d, J = 7.2Hz, 2 H, PhH-2 and PhH-6), 7.62 (t, J = 7.2 Hz, 1 H, PhH-4), 7.49 (t, J =7.2 Hz, 2 H, PhH-3 and PhH-5); 13C NMR (101 MHz, DMSO-d6): delta = 167.32 (COOH), 132.87 (Ph), 130.76 (Ph), 129.26 (Ph),128.57 (Ph); ESI-TOF-MS (neg.): m/z = 121 [M ? H]?.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Osako, Takao; Kaiser, Reinhard; Torii, Kaoru; Uozumi, Yasuhiro; Synlett; vol. 30; 8; (2019); p. 961 – 966;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

The compound represented by the formula (1d) was synthesized by the following method.First, in the four-necked flask purged with argon by the following procedure,3,5-dibromo-2-cyclohexyloxythiophene[Document description: K.K. Morimitsu, K.M. Shibata, S. Kobatake, M.M. Irie, J.M. Org. Chem. , 67, 4574-4578 002)] 1.2 g (3.4 mmol)Dissolve in 60 mL of anhydrous tetrahydrofuran,Cooled to -80 C. 1.6 M n-butyllithium hexane solution 2.4 mL (3.8 mmol) was slowly added dropwise,Stir for 1 hour. Next, tributyl borate 1.1 mL(4.1 mmol) was slowly added dropwise and stirred for 1 hour.Add water to stop the reaction, return to room temperature,3,5-bis (trifluoromethyl) iodobenzene 1.2 g (3.4 mmol), Pd (PPh3) 4 80 mg,Add 6.0 mL of 20 wt% sodium carbonate aqueous solution,The set temperature of the oil bath was 80 C. and refluxed for 7 hours.After returning to room temperature, neutralize with dilute hydrochloric acid,Extracted with diethyl ether.After washing the organic layer with saturated aqueous sodium chloride solution,Add magnesium sulfate and dry,The magnesium sulfate was removed by filtration and concentrated.Then, it isolate | separates by silica gel column chromatography (Rf = 0.3) using hexane as a developing solvent, and HPLC.(Developing solvent: hexane)Yield 1.1g, Yield 66%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-3,5-bis(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; Osaka City University; Obata, Makoto; (25 pag.)JP2019/151632; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1-Iodo-3,5-bis(trifluoromethyl)benzene

Step K: Synthesis of ethyl 3,5-bis(trifluoromethyl)phenylphosphinate AZ3. To a degassed solution of 1-iodo-3,5-bistrifluoromethylbenzene (10.0 g, 29.4 mmol), anilinium hypophosphite (5.62 g, 35.3 mmol) and 3-aminopropyl triethoxysilane (7.81 g, 35.3 mmol) in anhydrous acetonitrile (200 mL) were added palladium acetate (132 mg, 0.588 mmol, 2 mol percent) and 1,3-bis(diphenylphosphino)propane (267 mg, 0.647 mol, 2.2 mol percent). The mixture was heated under reflux overnight, then cooled down to room temperature, diluted with ethyl acetate and hydrochloric acid (1 M), and partitioned. The aqueous layer was further extracted with ethyl acetate and the combined extracts were washed with aqueous sodium hydrogen carbonate and brine, and dried over sodium sulfate. The volatiles were removed in vacuo, and the residue was purified by column chromatography using 30 to 70percent ethyl acetate in petroleum ether to afford compound AZ3 (4.65 g) as a cloudy oil in 52percent yield. 1H NMR (CDCl3, 400 MHz): delta 1.45 (t, J=7.1 Hz, 3H), 4.18-4.35 (m, 2H), 7.69 (d, J=579.6 Hz, 1H), 8.10 (s, 1H), 8.23 (s, 1H), 8.27 (s, 1H). 31P NMR (CDCl3, 161.8 MHz): delta 19.59 (J=580.6 Hz).

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idenix Pharmaceuticals, Inc.; US2009/202480; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 328-73-4

General procedure: A mixture of trisallene 3 (0.25 mmol), aryl/hetereoaryl iodides (0.90 mmol), nucleophiles (0.90 mmol), Pd2(dba)3 (2.5 mol percent), TFP (tri-(2-furyl)phosphine) (10 mol percent), and K2CO3 (1.5 mmol) in MeCN (5 mL) was stirred and heated at 80 °C (oil bath temperature) until the starting material was completely consumed as monitored by TLC (see Table 1). The mixture was worked up as mentioned in general procedure A.

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gu?ltekin, Zeynep; Elboray, Elghareeb E.; Aly, Moustafa F.; Abbas-Temirek, Hussien H.; Shepherd, Helena J.; Grigg, Ronald; Tetrahedron; vol. 70; 33; (2014); p. 4934 – 4941;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 328-73-4

General procedure: Diarylzinc reagents were generated in situ as described below. In all reactions, 1 equiv of diarylzinc reagent was used except for reactions with diphenylzinc reagent, where only 0.5 equiv was used.In a glovebox, ZnCl2 (136.3 mg, 1.0 mmol) and aryllithium (2.0 mmol) were weighed into a 4-dram and a 1-dram vial, respectively. Then a solution of aryllithium in THF (2 mL) was added dropwise to the suspension of ZnCl2 in THF (2 mL) at r.t. The mixture was stirred for 1 h, THF was removed, and the in situ generated diarylzinc reagent was dissolved in DMF (5 mL). CuI (9.5 mg, 0.050 mmol), aryl halide (1.0mmol), and LiCl (42.3 mg, 1.0 mmol) were weighed into a 15-mL pressure vessel and the diarylzinc reagent was added. The pressure vessel was then tightly capped, taken out of the glovebox, and placed in an oil bath preheated to 100 °C with vigorous stirring. After 12 h, the mixture was cooled to r.t., diluted with EtOAc (15 mL) and washed with H2O (3 × 5 mL); the aqueous fraction was back-extracted with EtOAc (3 × 5 mL). All of the EtOAc extracts were combined and dried (Na2SO4), and the solvent was removed on a rotary evaporator. The product was purified by column chromatography (silica gel, 0?10 percent EtOAc?hexanes).

According to the analysis of related databases, 328-73-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Thapa, Surendra; Vangala, Adarsh S.; Giri, Ramesh; Synthesis; vol. 48; 4; (2016); p. 504 – 511;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 328-73-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 328-73-4 name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Palladium acetate (11.4 mg, 0.05 mmol), AgOAc (217 mg, 1.3 mmol), 3-methylbenzoic acid (136 mg, 1.0 mmol, 3,5-bis(trifluoromethyl)iodobenzene (1.02 g, 3.0 mmol and acetic acid (200 muL) were combined and heated at 120° C. for 4.5 h. After purification white solid was obtained, 207 mg (59percent), mp 217-219° C. (isooctane). Rf-0.60 (1/9 ethyl acetate-dichloromethane). 1H NMR (300 MHz, acetone-d6): delta 2.46 (s, 3H), 7.38-7.51 (m, 2H), 7.87 (s, 1H), 7.94 (s, 2H), 8.00 (s, 1H), 11.3 (brs, 1H). 13C NMR (75 MHz, acetone-d6) 320.6, 120.9 (br s), 124.2 (q, J-271.1 Hz), 129.7 (br s), 130.8, 131.1 (q, J-33.3 Hz), 131.5, 131.7, 133.1, 137.6, 139.3, 144.9, 168.0. FT-IR (neat, cm1) upsilon 1689, 1290, 1121. Anal. calcd for C16H10F6O2 (348.2 g/mol) C, 55.18; H, 2.89. Found: C) 55.07; H, 2.81. The 1H NMR and 13C NMR spectra are shown in FIGS. 24AB, respectively.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Iodo-3,5-bis(trifluoromethyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF HOUSTON SYSTEM; US2009/12293; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 328-73-4,Some common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3F6I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A 2-dram vial equipped with a magnetic stir bar was charged with the amide substrate (36.5 mg, 0.10 mmol), Pd(OAc)2 (2.2 mg, 10 molpercent) , ligand L19 (4.1 mg, 20 molpercent), AgOAc (50 mg, 0.30 mmol) and norbornene (14.1 mg, 0.15 mmol). Aryl iodide (0.30 mmol) and 1.0 mL of t-butyl methyl ether were then added to the mixture. The vial was capped and closed tightly. The mixture was stirred at 95 °C for 12 hours . After cooling to room temperature, the mixture was passed through a pad of Celite® with ethyl acetate as the eluent to remove all the insoluble compounds. The resulting solution was concentrated, and the residual mixture was dissolved with a minimal amount of acetone and loaded onto a preparative TLC plate. The pure product was then isolated by preparative TLC with ethyl acetate and hexanes as the eluent. 2- { 5- [2- (Me hoxycarbonyl) henyl] -2-methylphenyl } – N- [2 , 3 , 5 , 6-tetrafluoro-4- (trifluoromethyl) phenyl] – ace amide Preparative TLC using hexanes/EtOAc (4/1) as the eluent provided the pure product as a white solid (64percent yield). NMR (600 MHz, acetone-d6) delta 9.54 (br, 1H, N-H) , 7.75 (d, J = 7.6 Hz, 1H) , 7.59 (t, J = 7.6 Hz, 1H) , 7.46 (t, J = 7.6 Hz, 1H) , 7.44 (d, J = 7.6 Hz, 1H) , 7.30 (d, J = 1.4 Hz, 1H) , 7.27 (d, J = 7.7 Hz, 1H) , 7.17 (dd, J = 7.7, 1.4 Hz, 1H) , 3.97 (s, 2H) , 3.60 (s, 3H) , 2.41 (s, 3H) ; 13C NMR (150 MHz, acetone-d6) delta 169.70, 169.43, 142.44, 139.82, 137.14, 134.19, 132.37, 132.01, 131.35, 131.26, 130.96, 130.31, 128.03, 127.96, 52.15, 41.17, 19.40. HRMS (ESI-TOF) m/z Calcd for C24Hi7F7N03+ [M+H] + 500.1091, found 500.1090. 6 Equivalents of Arl was used, and AgOAc was replaced by AgOPiv (3 eq. ) in this reaction. Column chromatography using hexanes/EtOAc (4/1) as the eluent provided the pure product as a white solid (76percent yield). XH NMR (400 MHz, acetone-d6) delta 9.62 (br, 1H, N-H) , 8.28 (s, 2H) , 8.02 (s, 1H) , 7.86 (d, J = 2.0 Hz, 1H) , 7.71 (dd, J = 8.0, 2.0 Hz, 1H) , 7.40 (d, J = 8.0 Hz, 1H) , 4.06 (s, 2H) , 2.44 (s, 3H) ; 13C NMR (150 MHz, acetone-d6) delta 169.33, 144.09, 139.45, 136.35, 135.64, 132.65 (q, J = 33.0 Hz), 132.08, 130.11, 127.93, 127.00, 124.54 (q, J = 270.0 Hz), 121.43 (m) , 41.20, 19.40. HRMS (ESI-TOF) m/z Calcd for C24Hi3F13 O+ [M+H]+ 578.0784, found 578.0785.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Iodo-3,5-bis(trifluoromethyl)benzene, its application will become more common.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; YU, Jin-Quan; (107 pag.)WO2016/123361; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 328-73-4, These common heterocyclic compound, 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: In a typical experiment Pd(OAc)2 (5.6 mg, 0.025 mmol), triphenylphosphine (13.1 mg, 0.05 mmol), iodobenzene (1a) (110mL,1.0 mmol) (or an other iodoaromatics, 1b-1r) (1.0 mmol), nucleophile 2 (180.2 mg, 1.2 mmol) or 4 (198.3 mg, 1.2 mmol) and triethylamine (0.5 mL) were dissolved in DMF (10 mL) under argon in a 100 mL three-necked flask equipped with a gas inlet, reflux condenser with a balloon (filled with argon) at the top. The atmosphere was changed to carbon monoxide. The reaction was conducted for the given reaction time upon stirring at 70 °C (either 50 °C or 30 °C) and analysed by GC-MS (internal standard: dodecane). The cooled reaction mixture was then concentrated and evaporated to dryness under reduced pressure. Method A. (3b-3d, 3f, 3k, 3n-3p, 5n, 5r): The residue was dissolved in chloroform (15 mL) and washed three times with water(30 mL). The organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure to a solid material. Aforesaid compounds were subjected to column chromatography (Silicagel 60 (Merck), 0.063-0.200 mm), EtOAc/CHCl3 eluent mixtures (the exact ratios are specified in Characterization for each compound; isolated yields are not optimised). Method B. (3a, 3e, 3g-3j, 3l, 3m, 3q, 3r, 5a-5m, 5o-5q): Toluene (15 mL) was added to the residue, the insoluble material (product) was filtered, washed with water on the filter and dried. The powder-like material was dissolved in methanol, the palladium black was filtered off and methanol was evaporated.

The synthetic route of 328-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gergely, Mate; Kollar, Laszlo; Tetrahedron; vol. 75; 13; (2019); p. 2027 – 2036;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 328-73-4, name is 1-Iodo-3,5-bis(trifluoromethyl)benzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 328-73-4, category: iodides-buliding-blocks

General procedure: To a test tube containing a magnetic bar was added aryl halide (1.0 mmol), CuCl2 (13.4 mg, 0.1 mmol), KOH (336 mg, 6.0 mmol), ethylene glycol(12 muL, 0.2 mmol), and DMSO/H2O (1.0 mL/0.5 mL). After flushing with argon, the mixture was stirred in a preheated oil bath at 120 °C for 24 h. After cooled to ambient temperature, the reaction mixture was distributed in aqueous HCl (5 percent) and ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous MgSO4, and concentrated under vacuum. The crude product was further purified by column chromatography (EtOAc/n-Hexane) to provide the phenols.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Kim, Jihye; Battsengel, Oyunsaikhan; Liu, Yajun; Chae, Junghyun; Bulletin of the Korean Chemical Society; vol. 36; 12; (2015); p. 2833 – 2840;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com