Tert-Butyl nitrite → HCID 86756977, compound

Participants

Reaction Conditions

Reaction Steps

Under argon atmosphere, 1-methoxymethyl-2-oxo-5-(2-fluorophenyl)-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (5.26 g) was dissolved in toluene (50 ml), the mixture was cooled on ice, potassium tert-butoxide (9.8 g) was added thereto at internal temperature 10° C., and stirred for 30 minutes under ice-cooling. tert-Butyl nitrite (5.0 g) was added thereto, the mixture was allowed to room temperature, and stirred for one hour and 30 minutes. Saturated brine was added to the reaction mixture, extracted with ethyl acetate. The organic layer was successively washed with water and saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (silica gel NH-DM1020, produced by Fujisilicia Co. Ltd., chloroform:methanol=20:1), to thereby obtain 2.35 g of the titled compound as pale brown amorphous.

Provenance & Evidence