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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272570Generated: November 4, 2026

Acetic Anhydride → 1-(2,6-Difluorophenyl)ethan-1-one

https://huagongshe.com/reaction/1272570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant1,3-DifluorobenzeneHCID 9741—
Reactanttert-BUTYL CHLORIDEHCID 10486—
ReactantLithiumHCID 3028194—
ReactantHCID 178506757HCID 178506757—
SolventTetrahydrofuranHCID 8028—
Product1-(2,6-Difluorophenyl)ethan-1-oneHCID 8364392%

Reaction Conditions

Temperature-65 °C

Reaction Steps

A solution of tert-butyllithium in THF is firstly produced by reacting 9.25 g of tert-butyl chloride with 1.4 g of lithium granules in 100 g of THF at −78° C. After a conversion of >97% (GC a/a) has been reached, 1,3-difluorobenzene (11.4 g) is added and the mixture is stirred for another 30 minutes at −78° C. and subsequently for 2 hours at −65° C. The resulting solution of 2,6-difluoro-1-lithiobenzene is added dropwise to a solution of 22 g of acetic anhydride in 35 g of THF which has been cooled to −5° C. After the usual aqueous work-up, 2,6-difluoroacetophenone is obtained in a yield of 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07208614B2
Source datasetuspto-grants-2007_04
ORD IDord-9858a6de778b499d9a7434fdbc7cb869
Source noteuspto-grants-2007_04