Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608996Generated: October 25, 2026

Phosgene → 2-Oxazolidinone, 5-(phenylmethyl)-

https://huagongshe.com/reaction/1608996

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosgeneHCID 6371—
ReactantPotassium HydroxideHCID 14797—
Reactant1-Amino-3-phenylpropan-2-ol hydrochlorideHCID 17749884—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-Oxazolidinone, 5-(phenylmethyl)-HCID 303927145.7%

Reaction Steps

A solution of KOH (9.4 g) in water (85 ml) was added to a stirred solution of the product from step (b) (5.1 g) in toluene (150 ml) at 0° C. A solution of phosgene (9.8 g) in toluene (78.4 ml 12.5% w/v) was added dropwise over 15 minutes and the mixture brought to room temperature, then stirred overnight. The aqueous phase was separated and extracted with ethyl acetate. The combined extracts were evaporated in vacuo to give the desired product as a white solid (2.2 g), mp 106°-108° C. Elemental analysis was consistent with the proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05399574
Source datasetuspto-grants-1995_03
ORD IDord-1ff1a925fa3d4362adea6f779d5ec14d
Source noteuspto-grants-1995_03