2-Oxo-4-phenyl-1-pyrrolidineacetic Acid Ethyl Ester

Base Information

• Chemical Name: 2-Oxo-4-phenyl-1-pyrrolidineacetic Acid Ethyl Ester
• CAS No.: 70291-40-6
• Molecular Formula: C14H17NO3
• Molecular Weight: 247.294
• Mol file: 70291-40-6.mol

Synonyms:1-Pyrrolidineacetic acid,2-oxo-4-phenyl-,ethyl ester;2-oxo-4-phenyl-1-pyrrolidineacetic acid,ethyl ester;ethyl 2-(2-oxo-4-phenyl-1-pyrrolidinyl)acetate;

Chemical Property of 2-Oxo-4-phenyl-1-pyrrolidineacetic Acid Ethyl Ester

Chemical Property:

• Boiling Point: 198-204 °C(Press: 4-5 Torr)
• PKA: -1.31±0.40(Predicted)
• PSA: 46.61000
• Density: 1.152±0.06 g/cm3(Predicted)
• LogP: 1.50350
• Solubility.: DCM, DMSO, Ethyl Acetate

Purity/Quality:

≥99% ^*data from raw suppliers

2-Oxo-4-phenyl-1-pyrrolidineaceticAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Oxo-4-phenyl-1-pyrrolidineacetic Acid Ethyl Ester is an intermediate in the synthesis of Carphedone (C184315), a GABA derivative that exhibited apparent immunocorrection properties during immunosuppression induced by cyclophosphamide.

Technology Process of 2-Oxo-4-phenyl-1-pyrrolidineacetic Acid Ethyl Ester

There total 9 articles about 2-Oxo-4-phenyl-1-pyrrolidineacetic 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: 98.0%

4-phenylpyrrolidin-2-one (1198-97-6) + chloroacetic acid ethyl ester (105-39-5) → 2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester (70291-40-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; mineral oil; at 5 - 20 ℃; for 18h;

DOI:10.3390/molecules26206124

Reference yield: 53.0%

4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone (106869-48-1) + ethyl bromoacetate (105-36-2) → 2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester (70291-40-6)

Guidance literature:

at 150 - 160 ℃; for 1h;

Reference yield:

4-phenylpyrrolidin-2-one (1198-97-6) → 2-oxo-4-phenyl-1-pyrrolidineacetic acid, ethyl ester (70291-40-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / conc. HCl / 0.33 h / Heating

2: 53 percent / 1 h / 150 - 160 °C

With hydrogenchloride;

upstream raw materials:

4-phenylpyrrolidin-2-one

chloroacetic acid ethyl ester

ethyl bromoacetate

4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone

Downstream raw materials:

2-Oxo-4-phenylpyrrolidine-1-acetic acid hydrazide

(RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide

2-(2-oxo-4-phenylpyrrolidin-1-yl)acetic acid

N-[2-((2S,6R)-2,6-Dimethyl-piperidin-1-yl)-ethyl]-2-(2-oxo-4-phenyl-pyrrolidin-1-yl)-acetamide

Refernces

• 1、 Zobacheva,Novikov,Vasil'eva,Usik,Perekalin. "Reactions of 4-Aryl-2-pyrrolidones with α-Chlorocarboxylic Acid Esters". . p. 454 - 455. Retrieved 2007/10/03.
• 2、 Glozman, O. M.,Morozov, I. S.,Zhmurenko, L. A.,Zagorevskii, V. A.. "THE SYNTHESIS AND ANTISPASMODIC ACTIVITY OF 4-PHENYLPYRROLIDONE-2-ACETAMIDES". . p. 776 - 780. Retrieved 2007/10/02.