Ethyl 2-oxo-3-phenylpropanoate

Base Information

• Chemical Name: Ethyl 2-oxo-3-phenylpropanoate
• CAS No.: 6613-41-8
• Molecular Formula: C11H12O3
• Molecular Weight: 192.214
• Hs Code.: 2918300090
• European Community (EC) Number: 839-874-0
• Nikkaji Number: J328.143D
• Mol file: 6613-41-8.mol

Synonyms:ethyl 2-oxo-3-phenylpropanoate;6613-41-8;ethyl 3-phenylpyruvate;Ethyl phenylpyruvate;2-oxo-3-phenyl-propionic acid ethyl ester;MFCD01311170;SCHEMBL1119176;CLRHEGMAWYPMJF-UHFFFAOYSA-N;AKOS006277882;2-Oxo-3-phenyl-propionic acid ethylester;SY265033;CS-0233107;EN300-130867;A904079

Chemical Property of Ethyl 2-oxo-3-phenylpropanoate

Chemical Property:

• Melting Point: 130 °C
• Boiling Point: 158-160 °C(Press: 4 Torr)
• PSA: 43.37000
• Density: 1.115±0.06 g/cm3(Predicted)
• LogP: 1.36130
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 192.078644241
• Heavy Atom Count: 14
• Complexity: 205

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl 2-oxo-3-phenylpropanoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=O)CC1=CC=CC=C1

Technology Process of Ethyl 2-oxo-3-phenylpropanoate

There total 43 articles about Ethyl 2-oxo-3-phenylpropanoate 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: 63.0%

phenylalanine ethyl ester (1795-96-6) → ethyl 3-phenylpyruvate (6613-41-8)

Guidance literature:

With copper(I) 2-hydroxy-3-methylbenzoate; oxygen; ascorbic acid; In N,N-dimethyl acetamide; at 60 ℃; for 20h; chemoselective reaction;

DOI:10.1021/ol802715c

Reference yield: 40.0%

2-oxo-3-(phenyl)propionic acid (156-06-9) + chloroformic acid ethyl ester (541-41-3) → ethyl 3-phenylpyruvate (6613-41-8)

Guidance literature:

With triethylamine; In dichloromethane; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4039(00)71114-2

Reference yield: 23.0%

phenylalanine ethyl ester (1795-96-6) → ethyl 3-phenylpyruvate (6613-41-8) + phenylacetonitrile (140-29-4)

Guidance literature:

With iodosylbenzene; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)86085-3

upstream raw materials:

phenyl-oxalacetic acid-anhydride

ethanol

4-benzyl-3-methyl-pentenedioic acid diethyl ester

ethyl acetate

Downstream raw materials:

ethyl (Z)-α-N-benzyloxycarbonyl-α,β-didehydrophenylalaninate

ethyl 3-[(p-nitrobenzenesulfonyl)oxy]-2-oxo-3-phenylpropanoate

2-Benzylacrylic acid ethyl ester

2-benzyl-2-hydroxy-4-oxo-3-phenyl-glutaric acid

Refernces

• 1、 Ji, Xiaolei,Shen, Chaoren,Tian, Xinxin,Dong, Kaiwu. "Palladium-Catalyzed Asymmetric Hydroesterification of α-Aryl Acrylic Acids to Chiral Substituted Succinates". supporting information. p. 8645 - 8649. Retrieved 2021/10/25.
• 2、 Song, Shengjin,Lu, Ping,Liu, Huan,Cai, Sai-Hu,Feng, Chao,Loh, Teck-Peng. "Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes". supporting information. p. 2869 - 2872. Retrieved 2017/06/13.