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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83993Generated: October 27, 2026

Propylene Oxide → (4S)-4-Benzyl-1,3-thiazolidin-2-one

https://huagongshe.com/reaction/83993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropylene OxideHCID 6378—
ReactantTrifluoroacetic acidHCID 6422—
Reactant(S)-4-Benzylthiazolidine-2-thioneHCID 11458470—
SolventDichloromethaneHCID 6344—
Product(4S)-4-Benzyl-1,3-thiazolidin-2-oneHCID 25417901—

Reaction Steps

To a solution of (4S)-4-benzyl-1,3-thiazolidine-2-thione (38 g) in dichloromethane (350 mL) cooled to 0° C., propylene oxide (12.7 mL) and trifluoroacetic acid (14 mL) were added. After stirring the reaction mixture for 2 hours, the solvents were evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 20% ethyl acetate in hexane as eluant to afford the title compound (0.9 g). Mass (m/z): 194.18

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846910B2
Source datasetuspto-grants-2014_09
ORD IDord-a919c4e7d52a493697e50ba21c6a2c5a
Source noteuspto-grants-2014_09