Sodium borohydride → 7-chloro-4,5-dihydro-3-[(E)-3-hydroxy-1-butenyl]-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one

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Reaction Steps

2.4 g (7.6 mmol) of 7-chloro-4,5-dihydro-3-[(E)-3-oxo-1-butenyl]-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one was dissolved in 50 ml of dimethylformamide while warming. Thereafter, the solution was diluted with 280 ml of ethanol. 0.6 g (15.8 mmol) of sodium borohydride was added to this solution and the mixture was stirred at 20° for 2.5 hours. Thereafter, a further 0.2 g of sodium borohydride was added thereto. After a total reaction period of 4.5 hours the mixture was evaporated in a vacuum. The residue, which still contained dimethylformamide, was poured on to ice/water and stirred at 0° for 1 hour. The crystallizate was filtered off under suction and dried. There was obtained 7-chloro-4,5-dihydro-3-[(E)-3-hydroxy-1-butenyl]-5-methyl-6H-imidazo[1,5-a][1,4]benzodiazepin-6-one as white crystals of melting point 232°-233°.

Provenance & Evidence