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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 601727Generated: October 25, 2026

Triethylamine → Levetiracetam

https://huagongshe.com/reaction/601727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-(2-Oxopyrrolidin-1-yl)butanoic acid, (2S)-HCID 11607993—
SolventDichloromethaneHCID 6344—
ProductLevetiracetamHCID 528458381.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

A suspension of (s)-alpha-ethyl-2-oxo-1-pyrrolidineacetic acid (45 g, 0.26 mol) in methylene chloride (225 ml) was cooled to 0° C. and triethylamine (53 g, 0.53 mol) and methanesulfonyl chloride (39 g, 0.34 mol) were added dropwise. The mixture was stirred at 0° C. for 30 min., then a stream of ammonia was purged in the solution for 2 hours. The insoluble solids were filtered and the filtrate was concentrated. The product was crystallized from methyl isobutyl ketone to give 36 g (80%) of (S)-alpha-ethyl-2-oxo-1-pyrrolidineacetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902380B2
Source datasetuspto-grants-2011_03
ORD IDord-1f4ce74fbdcf4aa2b12baf610ca2733a
Source noteuspto-grants-2011_03