Category: 14062-24-9

Synthetic Route of 14062-24-9, 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. 14062-24-9, name is Ethyl 4-chlorophenylacetate, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 2-(alpha-ethoxycarbonyl-4-chlorobenzylidene)-1-methylperhydroazepine Add (drop by drop at 90 in a stream of nitrogen to let the alcohol escape) a solution of 4.6 g of sodium in 100 ml of ethyl alcohol to a mixture of 53.2 g of the title compound of Example 1 and 29.8 g of ethyl 4-chlorophenylacetate. Stir it for a further 4 hours at 90 and then cool it to ambient temperature. Mix the cooled reaction mixture with 100 ml of water and 100 ml of diethyl ether, collect the organic phase and dry the latter over sodium sulfate. Concentrate the dried organic phase and then distil off any excess ethyl 4-chlorophenylacetate under a high vacuum to obtain a crude yield [15.5 g (34% of theory)] of the title compound as yellow oil.

The chemical industry reduces the impact on the environment during synthesis Ethyl 4-chlorophenylacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Byk Gulden Lomberg Chemische Fabrik GmbH; US4221788; (1980); A;,
Ester – Wikipedia,
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Related Products of 14062-24-9,Some common heterocyclic compound, 14062-24-9, name is Ethyl 4-chlorophenylacetate, molecular formula is C10H11ClO2, 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: Sodium hydride (1.33 ml, 2.61 mmol) was added dropwise to a solution of phenyl acetonitrile (1.0 g, 8.5 mmol)) in anhydrous THF (30 mL), the mixture was stirred at R.T. for30 minutes, followed by adding a solution of ethyl 4-chlorobenzoate (1.78 g, 10.2 mmol) in anhydrous THF (30mL). The mixture was refluxed till the reaction was finished.The result mixture was quenched with water and extracted with ether. The aqueous layer was acidified with 10% HCl to filter out the white precipitation, which was recrystallized with ether to give a white solid. Yield: 76%-80%.

The synthetic route of 14062-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Chunqi; Shen, Jianfeng; Du, Wenting; Letters in drug design and discovery; vol. 14; 2; (2017); p. 151 – 158;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14062-24-9, 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. 14062-24-9, name is Ethyl 4-chlorophenylacetate, This compound has unique chemical properties. The synthetic route is as follows.

Ethyl alpha-[[(2-chloro-4-pyridinyl)amino]methylene]-(4-chlorophenyl)acetate. A solution of ethyl (4-chlorophenyl)acetate (10.87 g, 54.72 mmol) in 90 mL of ethyl formate was treated with a 60% suspension of NaH in oil (7.0 g, 175 mmol) added in portions. After stirring overnight, the reaction was added to 130 mL of 10% aq. HCl and 70 mL of water. The resulting mixture was extracted with EtOAc (3×50 mL). The pooled EtOAc layers were washed with water and brine, dried (Na2SO4), filtered and concentrated. The residue was treated with solid 4-amino-2-chloropyridine (7.08 g) and 100 mL of EtOH. After 48 h at reflux, the reaction was allowed to cool to room temperature. After standing overnight, the precipitate that formed by isolated and washed with EtOH, affording 8.0 g of the desired product

The chemical industry reduces the impact on the environment during synthesis Ethyl 4-chlorophenylacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kanner, Richard; US2010/190819; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14062-24-9, 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. 14062-24-9, name is Ethyl 4-chlorophenylacetate, This compound has unique chemical properties. The synthetic route is as follows.

Ethyl alpha-[[(2-chloro-4-pyridinyl)amino]methylene]-(4-chlorophenyl)acetate. A solution of ethyl (4-chlorophenyl)acetate (10.87 g, 54.72 mmol) in 90 mL of ethyl formate was treated with a 60% suspension of NaH in oil (7.0 g, 175 mmol) added in portions. After stirring overnight, the reaction was added to 130 mL of 10% aq. HCl and 70 mL of water. The resulting mixture was extracted with EtOAc (3×50 mL). The pooled EtOAc layers were washed with water and brine, dried (Na2SO4), filtered and concentrated. The residue was treated with solid 4-amino-2-chloropyridine (7.08 g) and 100 mL of EtOH. After 48 h at reflux, the reaction was allowed to cool to room temperature. After standing overnight, the precipitate that formed by isolated and washed with EtOH, affording 8.0 g of the desired product

The chemical industry reduces the impact on the environment during synthesis Ethyl 4-chlorophenylacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kanner, Richard; US2010/190819; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14062-24-9, 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 14062-24-9 as follows.

Ethyl trifluoroacetate (3.57 g, 25.2 mmol) and sodium (580 mg, 25.2 mmol) were added to a solution of ethyl 2-(4-chlorophenyl)acetate (5.0 g, 25.2 mmol) in ether (8 mL), followed by heating to reflux for 24 hours. After the reaction was completed, 2N hydrochloric acid (50 mL) was added thereto, and the resultant product was extracted with ether (20 mL*3). The mixed organic layer was washed with water (20 mL*3), and dried over anhydrous magnesium sulfate, and the solvent was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1), whereby ethyl 2-(4-chlorophenyl)-4,4,4-trifluoro-3-oxobutanoate (2.42 g, yield: 34%) was obtained as a yellow solid.

According to the analysis of related databases, 14062-24-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KAKEN PHARMACEUTICAL CO., LTD.; SAGAMI CHEMICAL RESEARCH INSTITUTE; KOBAYASHI, Osamu; NIIKURA, Naoko; INOUE, Tomoko; MIZUTA, Satoshi; TAKATSUNA, Reiko; HIRAI, Kenji; SHIROUZU, Kentaro; OBATA, Miyoo; (183 pag.)US2016/24110; (2016); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 14062-24-9, These common heterocyclic compound, 14062-24-9, name is Ethyl 4-chlorophenylacetate, 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: Sodium hydride (1.33 ml, 2.61 mmol) was added dropwise to a solution of phenyl acetonitrile (1.0 g, 8.5 mmol)) in anhydrous THF (30 mL), the mixture was stirred at R.T. for30 minutes, followed by adding a solution of ethyl 4-chlorobenzoate (1.78 g, 10.2 mmol) in anhydrous THF (30mL). The mixture was refluxed till the reaction was finished.The result mixture was quenched with water and extracted with ether. The aqueous layer was acidified with 10% HCl to filter out the white precipitation, which was recrystallized with ether to give a white solid. Yield: 76%-80%.

The synthetic route of 14062-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Chunqi; Shen, Jianfeng; Du, Wenting; Letters in drug design and discovery; vol. 14; 2; (2017); p. 151 – 158;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-24-9, name is Ethyl 4-chlorophenylacetate, belongs to esters-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. category: esters-buliding-blocks

A solution of (4-chlorophenyl) acetic acid (20.0 g, 0.12 mol) and conc sulfuric acid (2 g) in [ETOH] (150 mL) was heated under reflux for 19 h, cooled, and then concentrated. Diethyl ether (100 mL) was added and the solution was washed with sat’d NaHCO3 solution (40 mL x 2), dried, and the volatiles removed. This provided (4- chlorophenyl) acetic acid ethyl ester as an oil (22.3 g, 96%). Ethyl formate (7.46 g, 0. [101 MOL)] was added dropwise to a stirred ice-cooled suspension of (4-chlorophenyl) acetic acid ethyl ester (20.0 g, 0. [101] mol) and NaH (0.131 mol) in diethyl ether (100 mL). The mixture was then allowed to warm to room temperature overnight. The mixture neutralised (1 M HC1) ; the organic layer was isolated, dried, and the solvent removed to give [2- (4-CHLOROPHENYL)-3-OXO-PROPANOIC] acid ethyl ester as a colourless solid (19.8 g, [87%). 1H NMR (CDCL3)] : [No. ] 12.14 (d, J=12. 8,1 H), 7. [31-7.] 18 (m, 4 H), 4.29 (q, [J=7.] 2,2 H), 1.57 (br, [1] H), 1.29 (t, J=7, 2,3 H).

The synthetic route of 14062-24-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Prana Biotechnology Limited; WO2004/31161; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 14062-24-9, name is Ethyl 4-chlorophenylacetate, 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 14062-24-9. 14062-24-9

General procedure: Sodium hydride (60% in oil, 6.0g, 0.15mol) was added portionwise over a period of 15min to an ice-cold mixture of arylacetate (0.03mol) and ethyl formate (22.2g, 0.30mol) in dry Et2O (150mL). Once addition was complete, cooling bath was removed and the reaction mixture was left at room temperature for 12h and then carefully poured into cold water (200mL). The biphasic mixture was acidified with small portions of conc. aq. HCl until steady pH 2-3 was achieved. Layers were separated, organic phase was washed with brine, dried over Na2SO4 and concentrated under reduced pressure to dryness. Hydroxyacrylates 1a30 (yield 81%) and 1b30 (90%) were purified by distillation. Compounds 1c30 (70%) and 1d31 (75%) were washed by decantation with several small portions of cold petroleum ether. Characterization data are given in ESI.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ethyl 4-chlorophenylacetate.

Reference:
Article; Shestakov, Aleksandr N.; Pankova, Alena S.; Golubev, Pavel; Khlebnikov, Alexander F.; Kuznetsov, Mikhail A.; Tetrahedron; vol. 73; 27-28; (2017); p. 3939 – 3948;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

14062-24-9, Adding some certain compound to certain chemical reactions, such as: 14062-24-9, name is Ethyl 4-chlorophenylacetate, 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 14062-24-9.

A solution of freshly prepared lithium diisopropylamide (23.0 mL of 0.31M stock solution, 7.13 mmol) cooled to -78 C. was treated with (4-chloro-phenyl)-acetic acid ethyl ester (1.28 g, 6.48 mmol) in tetrahydrofuran/hexamethylphosphoramide (16.1 mL, 3:1). The resulting solution was stirred at -78 C. for 45 min. At this time, the reaction was treated with a solution of iodomethylcyclopentane (1.50 mg, 7.13 mmol) in hexamethylphosphoramide (1 mL). The reaction-mixture was stirred at -78 C. for 4 h. The reaction was warmed to 25 C. and stirred at 25 C. for 16 h. The reaction mixture was then quenched by the dropwise addition of a saturated aqueous ammonium chloride solution (20 mL). This mixture was poured into water (100 mL) and extracted with ethyl acetate (3*50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 75/25 hexanes/ethyl acetate) afforded 2-(4-chloro-phenyl)-3-cyclopentyl-propionic acid ethyl ester (1.65 g, 90.9%) as a yellow oil: EI-HRMS m/e calcd for C16H21Cl2O2 (M+) 280.1230, found 280.1227.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 14062-24-9.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics