Ethyl 2-oxopyrrolidine-1-acetate

Base Information

• Chemical Name: Ethyl 2-oxopyrrolidine-1-acetate
• CAS No.: 61516-73-2
• Molecular Formula: C8H13NO3
• Molecular Weight: 171.196
• Hs Code.: 2933790090
• European Community (EC) Number: 262-828-0
• UNII: U66HEM72LH
• DSSTox Substance ID: DTXSID7057785
• Nikkaji Number: J279.652J
• Wikidata: Q63391907
• ChEMBL ID: CHEMBL3561452
• Mol file: 61516-73-2.mol

Synonyms:61516-73-2;ethyl 2-(2-oxopyrrolidin-1-yl)acetate;Ethyl 2-oxopyrrolidine-1-acetate;ETHYL (2-OXOPYRROLIDIN-1-YL)ACETATE;1-Pyrrolidineacetic acid, 2-oxo-, ethyl ester;ethyl 2-oxo-1-pyrrolidineacetate;U66HEM72LH;DTXSID7057785;Ethyl 2-oxopyrrolidin-2-ylacetate;EINECS 262-828-0;MFCD00090741;EC 262-828-0;2-oxo-1-Pyrrolidineacetic acid ethyl ester;Piracetam EP Impurity C;UNII-U66HEM72LH;SCHEMBL668453;CHEMBL3561452;DTXCID8031574;ETHYL 2-PYRROLIDONYLACETATE;Tox21_113837;AKOS005216478;ethyl-(2-oxopyrrolidin-1-yl)-acetate;AS-5753;CS-O-06029;Ethyl-2-oxo-1-pyrrolidine acetic acid;NCGC00253718-01;1-Pyrrolidineaceticacid,2-oxo-,ethyl ester;CAS-61516-73-2;CS-0145462;ETHYL (2-OXO-1-PYRROLIDINYL)ACETATE;FT-0759043;D85969;SR-01000945016;SR-01000945016-1;W-111195;Q63391907

Chemical Property of Ethyl 2-oxopyrrolidine-1-acetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 155-158℃
• Refractive Index: 1.4670 (20℃)
• Boiling Point: 303.6 °C at 760 mmHg
• PKA: -0.79±0.20(Predicted)
• Flash Point: 137.4 °C
• PSA: 46.61000
• Density: 1.138 g/cm³
• LogP: 0.10980
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 191

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl2-(2-Oxopyrrolidin-1-yl)acetate(80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CN1CCCC1=O
• Uses: Ethyl 2-(2-oxopyrrolidin-1-yl)acetate is a reagent in the preparation of N-substituted-2-oxopyrrolidinylacetamides which have anticonvulsant activities.

Technology Process of Ethyl 2-oxopyrrolidine-1-acetate

There total 15 articles about Ethyl 2-oxopyrrolidine-1-acetate 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: 87.0%

2-pyrrolidinon (616-45-5) + chloroacetic acid ethyl ester (105-39-5) → 2-(oxo-pyrrolidin-1-yl)-acetic acid ethyl ester (61516-73-2)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; at 20 ℃; chemoselective reaction; Neat (no solvent);

DOI:10.1080/00397910802654740

Reference yield: 83.2%

C8H15NO4 → 2-(oxo-pyrrolidin-1-yl)-acetic acid ethyl ester (61516-73-2)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; for 16h; Reflux;

Reference yield: 83.0%

2-pyrrolidinon (616-45-5) + ethyl bromoacetate (105-36-2) → 2-(oxo-pyrrolidin-1-yl)-acetic acid ethyl ester (61516-73-2)

Guidance literature:

With sodium; In toluene; 1.) reflux, 1 h, 2.) reflux, 1 h;

upstream raw materials:

2-pyrrolidinon

chloroacetic acid ethyl ester

ethyl bromoacetate

N-trimethylsilyl-pyrrolidin-2-one

Downstream raw materials:

N-(2-pyrrolidone)-2-acetic acid

1-carboxymethylpyrrolidone-2 N-morpholide

1-carboxymethylpyrrolidone-2 N-(4-methylpiperazide)

1-(2-ethoxyethyl)-4-ethylpiperazine

Refernces

• 1、 -. "COMPOUNDS USEFUL IN HIV THERAPY". Page/Page column 41. . Retrieved 2019/05/22.
• 2、 -. "A method for the preparation of pyrrolidine alkone second grade ester (by machine translation)". Paragraph 0033; 0034; 0035. . Retrieved 2016/12/12.