Hypofluorous acid, trifluoromethyl ester → 3-Fluoro-1,3-dihydro-1-methyl-7-chloro-5-phenyl-2H-1,4-benzodiazepin-2-one

Participants

Reaction Steps

A solution of 8.52 g of the aforesaid 7-chloro-1-methyl-5-phenyl-2-trimethylsiloxy-1H-1,4-benzodiazepine in 150 ml of trichlorofluoromethane was cooled to -70° C. and 2.4 g of trifluoromethyl hypofluorite were passed into the solution over a period of 3 hours. The reaction mixture then was warmed to room temperature and evaporated to dryness under reduced pressure to give 7.60 g of crude 7-chloro-3-fluoro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one as a light tan powder: mp 130°-140° C.; 19F NMR (CCl3D) δ-161.7 ppm (d,J=57 Hz).

Provenance & Evidence