3-OXO-4-PHENYL-BUTYRIC ACID ETHYL ESTER

Base Information

• Chemical Name: 3-OXO-4-PHENYL-BUTYRIC ACID ETHYL ESTER
• CAS No.: 718-08-1
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• Mol file: 718-08-1.mol

Synonyms:4-Phenylacetoacetic acid ethylester;Ethyl 3-keto-4-phenylbutyrate;Ethyl3-oxo-4-phenylbutyrate;Ethyl 3-oxo-4-phenylbutanoate;Acetoaceticacid, 4-phenyl-, ethyl ester (7CI,8CI);3-Oxo-4-phenylbutanoic acid ethylester;4-Phenyl-3-oxobutanoic acid ethyl ester;Ethyl4-phenyl-3-oxobutanoate;Ethyl 3-oxobenzenebutanoate;Ethyl 4-phenylacetoacetate;Ethyl b-oxobenzenebutanoate;NSC 15691;

Chemical Property of 3-OXO-4-PHENYL-BUTYRIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.00209mmHg at 25°C
• Refractive Index: 1.054-1.059
• Boiling Point: 290.3 °C at 760 mmHg
• PKA: 10.49±0.46(Predicted)
• Flash Point: 123.9 °C
• PSA: 43.37000
• Density: 1.091 g/cm³
• LogP: 1.75140
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Sparingly)

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Phenylacetoacetate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 3-oxo-4-phenylbutanoate is a useful synthetic intermediate. It is used to prepare pyrazolone derivatives as antiprion compounds. It is also used to prepare pyrrolinylaminopyrimidine analogs as inhibitors of AP-1 and NF-κB mediated gene expression.

Technology Process of 3-OXO-4-PHENYL-BUTYRIC ACID ETHYL ESTER

There total 50 articles about 3-OXO-4-PHENYL-BUTYRIC ACID ETHYL ESTER which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

hydrogen ethyl malonate (1071-46-1) + phenylacetyl chloride (103-80-0) → ethyl 3-oxo-4-phenylbutyrate (718-08-1)

Guidance literature:

hydrogen ethyl malonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -10 ℃;

phenylacetyl chloride; In tetrahydrofuran; hexane; at -78 ℃; for 0.166667h; Further stages.;

DOI:10.1016/j.bmc.2008.05.049

Reference yield: 98.0%

diazoacetic acid ethyl ester (623-73-4) + styrene oxide (96-09-3) → ethyl 3-oxo-4-phenylbutyrate (718-08-1)

Guidance literature:

With boron trifluoride diethyl etherate; In diethyl ether; at 20 ℃; for 0.5h;

Reference yield: 95.0%

diazoacetic acid ethyl ester (623-73-4) + phenylacetaldehyde (122-78-1) → ethyl 3-oxo-4-phenylbutyrate (718-08-1)

Guidance literature:

With molybdenium(VI) dioxodichloride; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1055/s-2008-1067029

upstream raw materials:

ethyl 2-acetyl-3-oxo-4-phenylbutanoate

tert-Butyl ethyl malonate

phenylacetyl chloride

hydrogen ethyl malonate

Downstream raw materials:

ethyl 2-isopropyl-3-oxo-4-phenylbutanoate

2,4-dioxo-3,6-diphenyl-cyclohexanecarboxylic acid ethyl ester

4-benzyl-5,7-dihydroxy-coumarin

6-(3,4-dimethoxy-phenyl)-2,4-dioxo-3-phenyl-cyclohexanecarboxylic acid ethyl ester

Refernces

• 1、 Xu, Dandan,Sun, Deqiao,Wang, Wei,Peng, Xia,Zhan, Zhengsheng,Ji, Yinchun,Shen, Yanyan,Geng, Meiyu,Ai, Jing,Duan, Wenhu. "Discovery of pyrrolo[2,3-d]pyrimidine derivatives as potent Axl inhibitors: Design, synthesis and biological evaluation". . . Retrieved 2021/05/06.
• 2、 Xu, Kai,Zheng, Yan,Ye, Yong,Liu, Delong,Zhang, Wanbin. "Desymmetrization of meso-dicarbonatecyclohexene with β-Hydrazino carboxylic esters via a Pd-catalyzed allylic substitution cascade". supporting information. p. 8836 - 8841. Retrieved 2020/11/30.