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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 35392Generated: October 26, 2026

Acetanilide → 2-Fluoro-N-phenylacetamide

https://huagongshe.com/reaction/35392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetanilideHCID 904—
ReactantN-(4-fluorophenyl)acetamideHCID 9601—
ReactantHypofluorous acid, trifluoromethyl esterHCID 78989—
ReactantAcetamide, N-(2,4-difluorophenyl)-HCID 96093—
ReactantN-(2,6-difluorophenyl)acetamideHCID 138072—
SolventChloroformHCID 6212—
Product2-Fluoro-N-phenylacetamideHCID 950437%

Reaction Steps

A solution of 67.5 parts of acetanilide in 22,200 parts of chloroform was cooled to 0° C. and maintained at that temperature for 2.5 hours while fluoroxytrifluoromethane was bubbled into the solution at a rate of 46 parts per hour. Analysis of the reaction product by gas chromatographic technique indicated a 91 percent conversion with a yield of 37% 2-fluoroacetanilide, 16% 4-fluoroacetanilide, 10% 2,4-difluoroacetanilide, 3% 2,6-difluoroacetanilide and about 25% higher molecular weight material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04766243
Source datasetuspto-grants-1988_08
ORD IDord-dd03a1401fc5494786ce532f55efd99a
Source noteuspto-grants-1988_08