Hydrochloric Acid → 1-(3-Fluoro-4-(methylsulfonyl)phenyl)propan-2-one

Participants

Reaction Conditions

Reaction Steps

Iron powder (25 g, 0.45 mol) was added to a stirred mixture of freshly prepared 2-fluoro-1-methanesulfonyl-4-(2-nitro-propenyl)-benzene (Example AA2) (29 g, 0.112 mol) in THF (50 ml). Water (110 ml) was added and the mixture is heated to 60° C. Concentrated hydrochloric acid (50 ml) was added slowly over 1 h at 60-90° C. The reaction was then stirred at 100° C. for 20 hours then diluted with cold water (500 ml) and filtered through Celite™ filter material washing with chloroform (500 ml). The organic extract was washed with water (200 ml) followed by brine (200 ml). After drying (MgSO4) the mixture was absorbed on silica and purified by chromatography, eluting with hexane-ethyl acetate (1:1) to give the titled compound.

Provenance & Evidence