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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496182Generated: October 25, 2026

Potassium Carbonate → N-(5-chloro-2-oxiranylmethoxy-phenyl)-acetamide

https://huagongshe.com/reaction/496182

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEpibromohydrinHCID 18430—
Reactant2-Acetylamino-4-chlorophenolHCID 95258—
SolventDimethylformamideHCID 6228—
ProductN-(5-chloro-2-oxiranylmethoxy-phenyl)-acetamideHCID 2231373766.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of N-(5-Chloro-2-hydroxy-phenyl)-acetamide (0.499 g, 2.68 mmol), K2CO3 (0.60 g, 4.35 mmol) and epibromohydrin (0.405 g, 2.95 mmol) in DMF (5 ml) was heated with stirring at 50° C. for 2 hours. The mixture was then partitioned between EtOAc and water 40+40 ml. The organic phase was washed twice with water and once with brine and finally concentrated in vacuo to give a crude product. The crude product was purified on silica (heptane:EtOAc, 1:1), to give 0.43 g (66%) of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06943188B2
Source datasetuspto-grants-2005_09
ORD IDord-fdbc64b373e04afd95549ed88d0d2119
Source noteuspto-grants-2005_09