Sodium chlorodifluoroacetate → HCID 68153411, compound

Participants

Reaction Conditions

Reaction Steps

The 5-[1-(3-bromo-phenyl)-vinyl]-1H-pyridin-2-one (10 g, 1 eq) was dissolved in acetonitrile (180 ml) and degassed for 1 hour. Then sodium chlorodifluoroacetate (8.5 g, 1.2 eq) was added and the mixture heated to 100° C. overnight under a nitrogen atmosphere. The mixture was cooled to room temperature, the solvent was removed, and the crude was partitioned between water (100 ml) and ethyl acetate (100 ml). The organic layer was separated, dried over sodium sulphate, and concentrated in vacuo. The crude product was purified by flash chromatography eluting with ethyl acetate. The 5-[1-(3-bromo-phenyl)-vinyl]-2-difluoromethoxy-pyridine was obtained as colorless oil (2.6 g, 26% of theory). MS (ISP): m/z=328 [M+H]+.

Provenance & Evidence