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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 221773Generated: October 31, 2026

Cornforth reagent → 1-(5-Bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-one

https://huagongshe.com/reaction/221773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCornforth reagentHCID 2724130—
Reactant1-(5-Bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-olHCID 66665456—
SolventDichloromethaneHCID 6344—
Product1-(5-Bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-oneHCID 66665771—

Reaction Steps

A mixture of 1-(5-bromo-2-fluorophenyl)-3-(tert-butyldimethylsilyloxy)-2,2-difluoropropan-1-ol (19.0 g, mmol) and Pyridinium dichromate (90.0 g, 239.2 mmol) in Dichloromethane (200 mL) was refluxed for 16 h under constant stirring. The catalyst was filtered through a pad of celite and the filtrate was concentrated under reduced pressure to obtain brown colored thick mass. Crude product was purified by column chromatography on silica gel with 1% ethyl acetate in Hexane to obtain title compound as colorless oil. Yield=17.0 g (90%). TLC (10% ethyl acetate in Hexane): Rf=0.56),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207164B2
Source datasetuspto-grants-2012_06
ORD IDord-3c519d6656f147b38178b4dfc0a6a869
Source noteuspto-grants-2012_06