2-Oxo-2-pyrrolidin-1-ylacetyl chloride

Base Information

• Chemical Name: 2-Oxo-2-pyrrolidin-1-ylacetyl chloride
• CAS No.: 100481-08-1
• Molecular Formula: C6H8 Cl N O2
• Molecular Weight: 161.58622
• DSSTox Substance ID: DTXSID601295638
• Mol file: 100481-08-1.mol

Synonyms:2-oxo-2-pyrrolidin-1-ylacetyl chloride;100481-08-1;1-Pyrrolidineacetyl chloride, alpha-oxo- (9CI);SCHEMBL724593;DTXSID601295638;1-pyrrolidineacetyl chloride,a-oxo-;I+/--Oxo-1-pyrrolidineacetyl chloride

Chemical Property of 2-Oxo-2-pyrrolidin-1-ylacetyl chloride

Chemical Property:

• PSA: 37.38000
• LogP: 0.31210
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.0243562
• Heavy Atom Count: 10
• Complexity: 163

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C(=O)C(=O)Cl

Technology Process of 2-Oxo-2-pyrrolidin-1-ylacetyl chloride

There total 3 articles about 2-Oxo-2-pyrrolidin-1-ylacetyl chloride 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:

2-oxo-2-(pyrrolidin-1-yl)acetic acid (49791-37-9) → oxo-pyrrolidin-1-yl-acetyl chloride (100481-08-1)

Guidance literature:

With thionyl chloride; for 6h; Reflux;

DOI:10.1021/jf203722z

Reference yield:

methyl 2-oxo-2-(pyrrolidin-1-yl)acetate (41600-21-9) → oxo-pyrrolidin-1-yl-acetyl chloride (100481-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; methanol / tetrahydrofuran / 2 h / 20 °C

1.2: pH 4 - 5

2.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

With methanol; oxalyl dichloride; sodium hydroxide; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

Reference yield:

Ethyl-α-oxopyrrolidin-1-acetat (41600-22-0) → oxo-pyrrolidin-1-yl-acetyl chloride (100481-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / 3 h / 40 °C

1.2: pH 2

2.1: thionyl chloride / 6 h / Reflux

With thionyl chloride; sodium hydroxide;

DOI:10.1021/jf203722z

upstream raw materials:

2-oxo-2-(pyrrolidin-1-yl)acetic acid

Ethyl-α-oxopyrrolidin-1-acetat

methyl 2-oxo-2-(pyrrolidin-1-yl)acetate

Downstream raw materials:

C₂₃H₂₇NO₅

3-[1-(4-bromo-phenyl)-cyclobutyl]-cyclopenta-1,3-dienecarboxylic acid dimethylamide

{3-[1-(4-bromo-phenyl)-cyclobutyl]-1,2,4-oxadiazol-5-yl}-pyrrolidin-1-yl-methanone