Ethyl 2-oxopyrrolidine-3-carboxylate

Base Information

• Chemical Name: Ethyl 2-oxopyrrolidine-3-carboxylate
• CAS No.: 36821-26-8
• Molecular Formula: C7H11 N O3
• Molecular Weight: 157.169
• Hs Code.: 2933790090
• European Community (EC) Number: 676-247-9
• DSSTox Substance ID: DTXSID60507308
• Mol file: 36821-26-8.mol

Synonyms:36821-26-8;ethyl 2-oxopyrrolidine-3-carboxylate;2-Oxo-pyrrolidine-3-carboxylic acid ethyl ester;Ethyl 2-oxo-pyrrolidine-3-carboxylate;MFCD06796534;Ethyl 2-oxopyrrolidine-3-carboxylate, 95%;3-Pyrrolidinecarboxylic acid, 2-oxo-, ethyl ester;Ethyl2-oxo-pyrrolidine-3-carboxylate;3-carboethoxy-pyrrolidinone;SCHEMBL907623;2-OXOPYRROLIDINE-3-CARBOXYLIC ACID ETHYL ESTER;DTXSID60507308;FHHMWJMUMOYGQW-UHFFFAOYSA-N;AMY10123;BCP09364;AKOS006345720;AB29427;AS-34405;SY029648;FT-0648557;A13969;EN300-136590;2-OXO-PYRROLIDINE-3-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of Ethyl 2-oxopyrrolidine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.000519mmHg at 25°C
• Melting Point: 71-75℃
• Refractive Index: 1.466
• Boiling Point: 312.7°Cat760mmHg
• PKA: 15.27±0.20(Predicted)
• Flash Point: 142.9°C
• PSA: 55.40000
• Density: 1.161g/cm³
• LogP: 0.01440
• Storage Temp.: 2-8°C
• Sensitive.: Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 157.07389321
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-oxopyrrolidine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1CCNC1=O
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of Ethyl 2-oxopyrrolidine-3-carboxylate

There total 6 articles about Ethyl 2-oxopyrrolidine-3-carboxylate 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: 81.0%

diethyl 2-azidoethylmalonate → 2-oxopyrrolidine-3-carboxylic acid ethyl ester (36821-26-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 1603.2 Torr; Ambient temperature;

Reference yield: 36.0%

α-cyanomethylmalonic acid diethyl ester (17109-93-2) → 2-oxopyrrolidine-3-carboxylic acid ethyl ester (36821-26-8)

Guidance literature:

With hydrogen; In ethanol; at 65 ℃; for 20h; under 49403.3 Torr;

Reference yield:

1-(tert-butyl) 3-ethyl 2-oxopyrrolidine-1,3-dicarboxylate (188528-95-2) → 2-oxopyrrolidine-3-carboxylic acid ethyl ester (36821-26-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1h;

upstream raw materials:

α-cyanomethylmalonic acid diethyl ester

1-(tert-butyl) 3-ethyl 2-oxopyrrolidine-1,3-dicarboxylate

diethyl cyclopropane-1,1-dicarboxylate

diethyl malonate

Downstream raw materials:

4-amino-n-butyric acid

Refernces

• 1、 -. "PYRROLIDINONE COMPOUNDS". Page/Page column 9; 140. . Retrieved 2017/01/26.
• 2、 Lindstrom, Kyle J.,Crooks, Stephen L.. "An Improved Preparation of Ethyl 2-Oxo-3-pyrrolidinecarboxylate". . p. 2335 - 2337. Retrieved 2007/10/02.