Category: 14452-30-3

Application of 14452-30-3,Some common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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: Acetophenones bearing hydroxy group and or halogens were reacted with substituted benzaldehydes in the presence of 50% (w/v) KOH/H2O using ethanol as a solvent. Purification was done using column chromatography and some chalcones such as those bearing a 4-methoxy group on B-ring can even be recrystallized directly from ethyl acetate-methanol mixture, with acceptable yields ranging from 60-80%.

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

Reference:
Article; Hsieh, Chi-Ting; Hsieh, Tusty-Jiuan; El-Shazly, Mohamed; Chuang, Da-Wei; Tsai, Yi-Hong; Yen, Chiao-Ting; Wu, Shou-Fang; Wu, Yang-Chang; Chang, Fang-Rong; Bioorganic and Medicinal Chemistry Letters; vol. 22; 12; (2012); p. 3912 – 3915;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, 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. COA of Formula: C8H7IO

General procedure: 2-Trimethylsilylpyridine (1.2mmol), the aryl halide (1mmol), palladium acetate (0.10mmol), CataXCium A (0.2mmol), CuI (76mg, 0.4mmol) and KF (2.20mmol) were combined in reaction tubes in a Radleys green-house parallel synthesiser under a flow of nitrogen and degassed DMF (1ml) was added. The resulting suspensions were stirred at 90 oC under nitrogen for 12 hours. Reactions were analysed by LC-MS at 1mg/1ml in methanol to determine the yield.

The synthetic route of 1-(3-Iodophenyl)ethanone has been constantly updated, and we look forward to future research findings.

Reference:
Article; Blakemore, David C.; Marples, Louise A.; Tetrahedron Letters; vol. 52; 32; (2011); p. 4192 – 4195;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 14452-30-3, 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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 10 mL glass screw cap tube capped with a rubber septum, palladium acetate Pd(OAc)2, (5 mg, 0.023 mmol), 1,3-bis(diphenylphosphino)propane dppp, (9 mg, 0.023 mmol) were introduced under argon atmosphere. Then, 3 mL of freshly distilled toluene) were added under argon. The mixture was stirred for 10 min to allow formation of the catalyst. Then securinine 1 (100 mg, 0.46 mmol), potassium carbonate (K2CO3, 127 mg, 0.92 mmol) and the desired iodoarene (0.92 mmol) were added. The septum was replaced by a screw cap, and the mixture was stirred at 130 C, in an oil bath. After 24 h stirring, the reaction mixture was brought to room temperature and diluted with ethyl acetate (5 mL). The reaction mixture was filtered through a pad of Celite eluting with AcOEt (20 mL). The organic layer was extracted with a saturated aqueous solution of sodium hydrogen carbonate (10 mL) and brine (10 mL). The organic layer was then dried over anhydrous magnesium sulfate, filtered and concentrated to dryness. Purification by flash column chromatography on silica gel (pentane-ethyl acetate) affords the desired coupling product. 4.1.2.1.16 (6S,11aR,11bS)-5-(3-Acetylphenyl)-9,10,11,11a-tetrahydro-8H-6,11b-methanofuro[2,3-c]pyrido[1,2-a]azepin-2(6H)-one (2p) Yield: 60%. Orange oil; Rf 0.42 (petroleum ether-AcOEt, 50:50); [alpha]D20 – 475 (c = 0.10, CHCl3); 1H NMR (300 MHz, CDCl3): delta = 8.09 (s, 1H), 7.92 (d, J = 7.8 Hz, 1H), 7.69 (d, J = 7.8 Hz, 1H), 7.50 (dd, J = 7.8 Hz, 1H), 6.86 (d, J = 1.3 Hz, 1H), 5.59 (s, 1H), 4.36 (d, J = 4.3 Hz, 1H), 2.91-2.85 (m, 1H), 2.65-2.60 (m, 4H), 2.32-2.17 (m, 2H), 1.90-1.80 (m, 2H), 1.67-1.45 (m, 4H), 1.25-1.13 (m, 1H); 13C NMR (75 MHz, CDCl3): delta = 197.3, 173.6, 169.9, 149.2, 138.9, 137.5, 130.5, 129.2, 125.8, 116.3, 105.1, 89.0, 62.9, 61.6, 48.7, 41.8, 27.3, 26.5, 25.7, 24.0. MS (CI, NH3): m/z = 336 [M+ + H]; HRMS calcd for C21H21NO3H [M+ + H]: 336.15942; found: 336.15882, error = 1.8 ppm.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-(3-Iodophenyl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Perez, Marc; Ayad, Tahar; Maillos, Philippe; Poughon, Valerie; Fahy, Jacques; Ratovelomanana-Vidal, Virginie; European Journal of Medicinal Chemistry; vol. 109; (2016); p. 287 – 293;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 14452-30-3, A common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

To a cooled (-40 C) stirred solution of TiCH (11 mL of a 1.0 M sol in DCM, 11 mmol) in 5 mL of DCM was added dimethyl zinc (5.5 mL of a 2 N sol. in toluene, 11 mmol). After stirring for 10 min iodoacetophenone (1. 23 g, 5.0 mmol) was added. After 2 h the reaction was warmed to 0 C and stirred for an additional 1 h. The reaction was poured onto ice and extracted with ether. The organic phase was washed with water and sat NaHCO3. The organic phase was dried over magnesium sulfate, filtered, and dried under reduced pressure. The material was distilled using a kugelrohr (80 C at 0.1 mm) to obtain 1.0 g (76% yield) of a clear oil. 1-tert-Butyl-3-iodo-benzene. To a cooled (-40 C) stirred solution of TiCH (11 mL of a 1.0 M sol in DCM, 11 mmol) in 5 mL of DCM was added dimethyl zinc (5. 5 mL of a 2 N sol. in toluene, 11 mmol). After stirring for 10 min lodoacetophenone (1. 23 g, 5.0 mmol) was added. After 2 h the reaction was warmed to 0 C and stirred for an addtional 1 h. The reaction was poured onto ice and extracted with ether. The organic phase was washed with water and sat NaHCO3. The organic phase was dried over magnesium sulfate, filtered, and dried under reduced pressure. The material was distilled using a kugelrohr (80 C at 0.1 mm) to obtain 1.0 g (76% yield) of a clear oil ; 1H NMR (300 MHz, CDCI3) 5 7.71 (t, J = 2.0 Hz, 1 H), 7.51 (dt, J = 7.7, 1.3 Hz, 1 H), 7.35 (app d, J = 7.7 Hz, 1 H), 7.03 (t, J= 7. 9 Hz, 1 H), 1.29 (s, 9H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/70407; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(3-Iodophenyl)ethanone

General procedure: A two-necked flask equipped with a magnetic stirring bar was charged with Cs2CO3 (2 or 3 mmol), MCM-41-L-proline-CuI (0.1 mmol), aryl iodide (1.0 mmol), acetamidine hydrochloride (1.2 or 2 mmol) and DMF (3.0 mL) under Ar. The reaction mixture was stirred at 130 or 140 C for 20 h. After being cooled to room temperature, the mixture was diluted with CH2Cl2 (10 mL) and filtered. The catalyst was washed with distilled water (2 × 5 mL) and EtOH (2 × 5 mL) and air dried when reused in the next run. The filtrate was concentrated with the aid of a rotary evaporator and the residue was purified by column chromatography on silica gel using petroleum ether (30-60 C)/ethylacetate (10:1 to 1:1) as eluent to give the desired product 2. All the products 2a-z are known compounds.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Huang, Xue; Xiao, Ruian; You, Chongren; Yan, Tao; Cai, Mingzhong; Journal of Chemical Research; vol. 41; 6; (2017); p. 315 – 320;,
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. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-(3-Iodophenyl)ethanone

1-[3-(2,6-difluorobenzyl)-phenyl]-ethanone (8A). A suspension of Dibromoethane (0.28 mL, 0.0032 mole) in 35 mL of THF under Argon was treated with activated zinc (10.5 g, 0.161 mole) and heated to reflux 2 times for 30 seconds each time. The suspension was then cooled in a salt water ice bath to -8 C. and 2,6-Difluorobenzyl bromide (16.8 g, 0.081 mole) in 20 mL of THF was added dropwise. After addition was completed the reaction was allowed to stir at 0 C., for 1 hour. In a separate flask was added Bis(dibenzylideneacetone)palladium (3.1 g, 0.00537 mole), Tri(2-furyl) phosphine (2.5 g, 0.0107 mole), and 3-iodoacetophenone (13 g, 0.0537 mole) to 40 mL of THF and cooled to 0 C. The zinc suspension was then cannulated into the 3-iodoacetophenone mixture and the ice bath was removed. After 18 hours the mixture was filtered through a pad of celite and washed several times with EtOAc and then the solvents were removed under reduced pressure. The residue was treated with 150 mL of a saturated aqueous solution of NH4Cl and extracted with EtOAc three times, the combined organic layers were dried over NaSO4, filtered and evaporated to give a brown oil. This crude product was flash chromatographed with 15% EtOAc/Hexanes to give 1-[3-(2,6-difluoro-benzyl)-phenyl]-ethanone (8A) as a yellow oil. Rf=0.56 (15% EtOAc/Hexanes). 1H NMR (400 MHz, CDCl3) delta 7.86 (s, 1H), 7.78 (d, j=7.6 Hz, 1H), 7.45 (d, j=8.3 Hz, 1H), 7.36 (t, j=7.6 Hz 1H), 7.19 (m, 1H), 6.89 (m, 2H), 4.07 (s, 2H), 2.57 (s, 3H)

According to the analysis of related databases, 14452-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 14452-30-3, A common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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: Aryl halide (1 mmol), phenylacetylene (1.5 mmol), and PNIPAM-co-PPAP/Pd catalyst (0.1 mol% Pd based on Aryl halide) were added into a 10 mL overpressure screw-capped vial equipped with a magnetically stirring bar, and then 1 mL deionized water was added. After the mixture was degassed under argon gas for 10 min, Et3N (3 mmol) was added in, and the solution was stirred at a given temperature for appropriate time. After the reaction was completed and cooled to room temperature, the solution was diluted with deionized water, and extracted with ethyl acetate (3 × 6 mL). The organic phase was washed with brine, dried with MgSO4, and then the solvent was evaporated under reduced pressure. The resulting residue was chromatographed on silica gel (hexane/ethyl acetate) to give pure product which was analyzed by 1H and 13C NMR, and the specific data were shown in Supporting Information.

The synthetic route of 14452-30-3 has been constantly updated, and we look forward to future research findings.

Electric Literature of 14452-30-3, A common heterocyclic compound, 14452-30-3, name is 1-(3-Iodophenyl)ethanone, molecular formula is C8H7IO, 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.

Example 63; 5-[1-(3-Iodophenyl)-ethoxy]-quinazoline-2,4-diamine; [00203] Step 1; To a cold (ice water) solution of 3-iodoacetophenone (2.59 gm; 10.5 mmol) in methanol (10 mL) is added sodium borohydride (395 mg; 10.4 mmol) is stirred for thirty minutes. Water (10 mL) is added to the solution and stirred 15 minutes. Saturated ammonium chloride (40 mL) is added and the solution is extracted with ethyl acetate. The organics are separated and dried over magnesium sulfate. The solvent is removed to give 2.26 grams of 1-(3-iodophenyl)-ethanol.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; DECODE CHEMISTRY, INC.; SINGH, Jasbir; GURNEY, Mark E.; WO2005/123724; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 14452-30-3, name is 1-(3-Iodophenyl)ethanone, 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 14452-30-3, Recommanded Product: 14452-30-3

To a stirred solution of daST (2.25 mL, 12.19 mmol) was added meOH (20 uL), and then 3′- iodoacetophenone (2.0 g, 8.13 mmol) dropwise. The resulted mixture was heated to 50 oc for 16 h under nitrogen atmosphere. after cooling to room temperature, the reaction mixture was poured into sat. aq. NaHcO3 (50 mL) and extracted with EtOac (30 mL x 2). The combined organic layers were washed with brine (50 mL), dried over anhydrous Na₂SO₄, filtered and concentrated in vacuo. The crude rESIdue was purified by silica gel chromatography (eluting with petroleum ether) to give the title compound (144 mg, 7%) as colorless oil.1H NMR (400 MHz, CDCl3) d 7.86 (s, 1H) 7.73 (d, J = 8.0 Hz, 1H), 7.48 (d, J = 8.0 Hz, 1H) 7.18 – 7.16 (m, 1H) 1.91(t, J = 18.0 Hz, 3H).

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:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; MCKERRALL, Steven; BEVERIDGE, Ramsay; LAI, Kwong Wah; BERGERON, Philippe; (190 pag.)WO2019/226687; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 14452-30-3, name is 1-(3-Iodophenyl)ethanone, A new synthetic method of this compound is introduced below., COA of Formula: C8H7IO

General procedure: General synthetic procedureof chalcones (2a-2y)Equimolar portions of theappropriately naphthaldehyde (20 mmol) and substituted acetophenone(20 mmol) were dissolved in approximately 80 mL of ethanol, stirring forseveral min at 0 C. Subsequently,10 mmolaliquot of 40% potassium hydroxide solution was added dropwise to the reactionflask. The reaction solution wasallowed to stir at room temperature from several hours to overnight, andthe precipitates were collected by filtration. Washed by cold enthanol (30 mL)for three times, the purified chalcones (2a-2y)were acquired.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Yan, Xiao-Qiang; Wang, Zhong-Chang; Li, Zhen; Wang, Peng-Fei; Qiu, Han-Yue; Chen, Long-Wang; Lu, Xiao-Yuan; Lv, Peng-Cheng; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry Letters; vol. 25; 20; (2015); p. 4664 – 4671;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com