Methyl 1-methyl-5-oxopyrrolidine-2-acetate

Base Information

• Chemical Name: Methyl 1-methyl-5-oxopyrrolidine-2-acetate
• CAS No.: 63537-14-4
• Molecular Formula: C8H12NO3-
• Molecular Weight: 171.196
• European Community (EC) Number: 264-300-5
• DSSTox Substance ID: DTXSID60979748
• Nikkaji Number: J349.252D
• Mol file: 63537-14-4.mol

Synonyms:63537-14-4;Methyl 1-methyl-5-oxopyrrolidine-2-acetate;EINECS 264-300-5;DTXSID60979748;RAPGWBWOZSWEHJ-UHFFFAOYSA-N;NS00054491;Methyl (1-methyl-5-oxopyrrolidin-2-yl)acetate

Chemical Property of Methyl 1-methyl-5-oxopyrrolidine-2-acetate

Chemical Property:

• Vapor Pressure: 4.52E-06mmHg at 25°C
• Boiling Point: 357.3°C at 760 mmHg
• Flash Point: 169.9°C
• PSA: 46.61000
• LogP: 0.10820
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(CCC1=O)CC(=O)OC

Technology Process of Methyl 1-methyl-5-oxopyrrolidine-2-acetate

There total 6 articles about Methyl 1-methyl-5-oxopyrrolidine-2-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: 85.0%

methanol (67-56-1) + 3-((1-methyl-5-oxo-2(SR)-pyrrolidinyl)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione (122695-41-4,122695-42-5) → methyl (+/-)-1-methyl-5-oxo-2-pyrrolidineacetate (63537-14-4)

Guidance literature:

With potassium carbonate; for 0.166667h; Ambient temperature;

DOI:10.1016/S0040-4020(01)96008-9

Reference yield:

1-methyl-5-ethoxy-2-pyrrolidinone (33545-50-5) → methyl (+/-)-1-methyl-5-oxo-2-pyrrolidineacetate (63537-14-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 24 h / 30 °C

2: 1) Sn(OSO₂CF₃)2, N-ethylpiperidine / 1) THF, 2) THF, -5 to 0 deg C, 2 h

3: 85 percent / K₂CO₃ / 0.17 h / Ambient temperature

With 1-ethyl-piperidine; tin(II) trifluoromethanesulfonate; potassium carbonate;

DOI:10.1016/S0040-4020(01)96008-9

Reference yield:

1-methyl-5-oxopyrrolidin-2-yl acetate (122695-53-8) → methyl (+/-)-1-methyl-5-oxo-2-pyrrolidineacetate (63537-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Sn(OSO₂CF₃)2, N-ethylpiperidine / 1) THF, 2) THF, -5 to 0 deg C, 2 h

2: 85 percent / K₂CO₃ / 0.17 h / Ambient temperature

With 1-ethyl-piperidine; tin(II) trifluoromethanesulfonate; potassium carbonate;

DOI:10.1016/S0040-4020(01)96008-9

upstream raw materials:

methanol

L-ecgoninic acid

3-((1-methyl-5-oxo-2(SR)-pyrrolidinyl)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione

diazomethane