Water → HCID 20542093, compound

Participants

Reaction Steps

12.7 g (39.2 mmol) of 7-acetyl-1-ethyl-5-(o-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one in 240 ml of methanol are treated in the cold while stirring with 743 mg (19.6 mmol) of sodium borohydride. The mixture is subsequently stirred at room temperature for 17 hours, treated with water and then with 2 N sulphuric acid and extracted with methylene chloride. The organic phase is washed with water, dried and evaporated. The residue is chromatographed on 500 g of silica gel using ethyl acetate/toluene (1:1) as the elution agent, and gives, from cyclohexane, 1-ethyl-5-(o-fluorophenyl)-1,3-dihydro-7-(1-hydroxyethyl)-2H-1,4-benzodiazepin-2-one of melting point 55°-57°.

Provenance & Evidence