Category: 1829-28-3

Electric Literature of 1829-28-3, 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. 1829-28-3, name is Ethyl 2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: NaOtBu (98percent purity, 353 mg, 3.6 mmol) was dried by a vacuum pump for 30 min at room temperature. To a solution of NaOtBu in THF (3 mL) was added DIBAL-H (1.04 M, 3.27 mL, 3.4 mmol) at 0 °C under argon atmosphere and the obtained mixture was stirred for 1 h at room temperature. Then, ethyl benzoate (150.06 mg, 2.0 mmol) in THF (4 mL) was added to the solution at 0 °C, and the obtained mixture was stirred for 4 h. Finally, aq NH3 (concentration: 28.0percent-30.0percent, 4 mL) and I2 (2.08 g, 4.1 equiv) were added at 0 °C, and the obtained mixture was stirred for 3 h at room temperature. Then the reaction mixture was poured into saturated aq Na2SO3 solution (10 mL) and extracted with ethyl acetate (15 mL.x.3). The organic layer was dried over Na2SO4 and filtered. After removal of the solvent under reduced pressure, the residue was treated with flash short column chromatography on silica gel (eluent: hexane/ethyl acetate=9:1) to afford benzonitrile (156.7 mg, 76percent yield)

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, Ethyl 2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Suzuki, Yusuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 67; 41; (2011); p. 7956 – 7962;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1829-28-3 as follows. Recommanded Product: 1829-28-3

In a typical run, 4-isopropylphenylboronic acid (200 mg, 1.22 mmol) was taken up in 4 mL of DMF along with ethyl 2-iodobenzoate, [1,1 ‘-bis(diphenylphosphino)- ferrocene]dichloropalladium (II) complex with CH2Cl2 (149 mg, 15 molpercent) and anhydrous Na2CO3 (194 mg, 1.83 mmol). The reaction mixture was heated in a microwave reactor at 140 0C for 45 min. It was then cooled to room temperature and diluted with EtOAc. The organic layer was washed with water, dried (Na2SO4) and concentrated under reduced pressure to afford crude ethyl 4’-isopropylbiphenyl-2-carboxylate.

According to the analysis of related databases, 1829-28-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; WO2008/100423; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 1829-28-3, name is Ethyl 2-iodobenzoate, 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. Formula: C9H9IO2

In a test tube equipped with a stirring bar and a septum rubber,Under argon flow, bis (trifluoromethyl) zinc (DMPU) 2 complex (92 mg, 0.2 mmol),After adding copper (I) chloride (1.9 mg, 0.01 mmol), DMPU (0.2 ml) and ethyl 2-iodobenzoate (0.1 mmol, 16.6 mul)Replace septum rubber with screw cap,The reaction was carried out at 50 ° C. for 24 hours.After completion of the reaction,After cooling,As a result of quantification by 19 F-NMR using benzotrifluoride using the reaction solution as an internal standard substance,The yield of the objective ethyl 2- (trifluoromethyl) benzoate was 82percent.

The synthetic route of Ethyl 2-iodobenzoate has been constantly updated, and we look forward to future research findings.

Related Products of 1829-28-3, 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. 1829-28-3, name is Ethyl 2-iodobenzoate belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

S-Phos (13mg, 0.03mmol, 10molpercent) was introduced in dry toluene (0.5mL) under Argon, then Pd(OAc)2 (4mg, 0.02mmol, 5molpercent) was added. The resulting solution was heated at 80¡ãC for 10min. A solution of N-(4-(tri(n-butyl)stannyl)pyridazin-3-yl)pivalamide 3b (150mg, 0.32mmol, 1.0equiv) in dry toluene (0.8mL) and ethyl 2-iodobenzoate (80muL, 0.48mmol, 1.5equiv) were successively added. The solution was refluxed overnight and the resulting mixture was evaporated to dryness. The crude product was purified by column chromatography (eluent: PE/EtOAc (6:4)) to give the desired product 5j (31mg, 49percent) as a yellow powder; mp>260¡ãC; IR (neat) nu (cm?1) 3156 (NH), 3047, 2918, 1654 (C=O), 1606, 1479, 1436, 1345, 1324; 1H NMR (300MHz, DMSO-d6) delta 12.55 (s, 1H), 9.17 (d, J=5.3Hz, 1H), 8.67 (d, J=7.9Hz, 1H), 8.60 (d, J=5.3Hz, 1H), 8.36 (d, J=7.9Hz, 1H), 7.97 (dd, J=7.9, 7.5Hz, 1H), 7.84 (dd, J=7.9, 7.5Hz, 1H); 13C NMR (75MHz, DMSO-d6) delta 161.3, 151.0, 147.2, 133.5, 131.3, 130.7, 127.7, 127.5, 124.7, 120.4, 116.8; HRMS (ESI+): calcd for C11H8N3O m/z 198.0667 [M+H], found 198.0673.

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, Ethyl 2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Fresneau, Nathalie; Cailly, Thomas; Fabis, Fre?de?ric; Bouillon, Jean-Philippe; Tetrahedron; vol. 69; 26; (2013); p. 5393 – 5400;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 1829-28-3,Some common heterocyclic compound, 1829-28-3, name is Ethyl 2-iodobenzoate, molecular formula is C9H9IO2, 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.

In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar and reflux condenser, was added ethyl 2-iodobenzoate (3j, 0.14 g 0.50 mmol), Cu2O (0.060 g, 0.42 mmol), and a DMF solution of 2-Zn (0.65 M, 1.54 mL, 1.0 mmol), and the mixture was stirred at 100 C for 24 h. After being cooled to room temperature, the resulting solution was subjected to a short pad of silica gel using hexanes as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography to provide the corresponding compound 4j (0.13 g, 0.48 mmol) in 96percent yield as an yellow oil. Ethyl 2-(1,1,2,2-tetrafluorobut-3-en-1-yl)benzoate (4j) Yield: 96percent (0.13 g, 0.48 mmol); Yellow oil (hexanes/AcOEt = 15/1, Rf = 0.29); 1H NMR (CDCl3): 1.35 (t, J = 7.1 Hz, 3H, CH2CH3), 4.36 (q, J = 7.1 Hz, 2H, CH2CH3), 5.70 (d, J = 11.0 Hz, 1H, trans-CH2CHCF2), 5.86 (dt, J = 17.3, 2.2 Hz, 1H, cis-CH2CHCF2), 6.07 (ddt, J = 17.3, 11.4, 11.0 Hz, 1H, CF2CH), 7.47?7.62 (m, 4H, ArH); 13C NMR (CDCl3): 14.1 (CH2CH3), 61.9 (CH2CH3), 115.2 (tt, J = 250.2, 37.2 Hz, CF2), 116.6 (tt, J = 253.4, 36.1 Hz, CF2), 124.2 (t, J = 9.3 Hz, CH2), 126.8 (t, J = 24.4 Hz, CF2CH), 127.7 (t, J = 24.5 Hz, Ar), 128.5 (Ar), 128.7?128.9 (m, Ar), 129.7(Ar), 131.1 (Ar), 133.8 (t, J = 3.3 Hz, Ar), 168.6 (C=O); 19F NMR (CDCl3): 106.44 (s, 2F, CF2Ar), 113.42 (d, J = 11.4 Hz, 2F, CF2CH); IR (neat): 3076, 2988, 2903, 1739, 1578, 1415, 1370, 1269, 1152 cm-1 ; HRMS (FAB) calcd for [M+H]+ C13H13F4O2: 277.0852, found 277.0847.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-iodobenzoate, its application will become more common.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 1829-28-3, name is Ethyl 2-iodobenzoate, 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 1829-28-3, Product Details of 1829-28-3

To a 2-dram vial with a PTFE-lined cap was charged with acetal 1d (29.4 mg, 0.101 mmol), ethyl 2-iodobenzoate (110 mg, 0.399 mmol), NBE-CO2Me (22.6 mg, 0.149 mmol), Pd(TFA)2 (3.3 mg, 0.00994 mmol), TFA-Gly-OH (3.3 mg, 0.0193 mmol), AgOAc (66.5 mg, 0.398 mmol), and DCE (2.00 mL). The resulting mixture was heated to 100¡ã C. and stirred for 24 h. After cooling to room temperature, ethylenediamine (0.100 mL) was added, and the resulting mixture was stirred at 23¡ã C. for 2 h. The mixture was filtered through a plug of silica gel, eluting with EtOAc (30 mL), and the filtrate was concentrated under reduced pressure. The residue was purified by flash column chromatography (4:1 hexanes/EtOAc eluent) to afford arylation product 3dp (30.8 mg, 69percent yield, Rf=0.33 in 2:1 hexanes/EtOAc) as a light yellow oil. 1H NMR: (400 MHz, CDCl3) delta 8.17 (d, J=8.5 Hz, 1H), 8.04 (s, 1H), 7.83 (d, J=8.1 Hz, 1H), 7.81-7.75 (m, 1H), 7.75-7.68 (m, 1H), 7.60-7.53 (m, 1H), 7.48 (td, J=7.5, 1.3 Hz, 1H), 7.41-7.33 (m, 2H), 7.27 (s, 1H), 7.19 (s, 1H), 7.05 (s, 1H), 6.32 (s, 1H), 5.40 (d, J=13.3 Hz, 1H), 5.23 (d, J=13.3 Hz, 1H), 4.95 (d, J=11.3 Hz, 1H), 4.85 (d, J=11.3 Hz, 1H), 4.05 (q, J=7.1 Hz, 2H), 2.36 (s, 3H), 0.96 (t, J=7.1 Hz, 3H). 13C NMR: (100 MHz, CDCl3) delta 169.2, 159.6, 148.6, 142.4, 141.5, 137.9, 137.5, 131.6, 131.2, 130.80, 130.78, 129.9, 129.7, 129.6, 129.1, 128.8, 128.1, 128.03, 128.01, 127.23, 127.21, 125.7, 103.6, 70.4, 70.1, 61.1, 21.5, 13.9. IR: (film) 1716, 1290, 1248, 1022, 761 cm?1. HRMS: (ESI+) m/z calc’d for (M+H)+ [C28H25NO4+H]+: 440.1856, found 440.1863.

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, Ethyl 2-iodobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The University of Georgia Research Foundation, Inc; Ferreira, Eric; Li, Qiankun; (47 pag.)US2018/65909; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com