Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1363639Generated: October 25, 2026

Acetic Anhydride → N-(2-oxooxolan-3-yl)acetamide

https://huagongshe.com/reaction/1363639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantL-HomoserineHCID 12647—
Reactant2-DimethylaminopyridineHCID 21885—
ProductN-(2-oxooxolan-3-yl)acetamideHCID 32525760%

Reaction Conditions

Temperature60 °C

Reaction Steps

L-Homoserine (2 mol) was suspended in 900 ml of acetic anhydride and admixed with a spatula tip full of dimethylaminopyridine (DMAP). It was slowly heated to 60° C. After approximately 1 hour, the temperature rapidly increased to 100° C. Subsequently the reaction mixture was stirred at 80° C. for 90 minutes and concentrated to dryness under vacuum. The resultant yellow oil was taken up in isopropanol (600 ml) and allowed to stand overnight at 0° C. The resultant crystals were filtered off, washed with cold isopropanol and dried under vacuum. The yield was 60% N-acetyl-2-amino-4-butyrolactone isolated, the purity 99% (according to HPLC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07884240B2
Source datasetuspto-grants-2011_02
ORD IDord-a7305525f606492fae0a4b4643a085b6
Source noteuspto-grants-2011_02