Hydrochloric Acid → HCID 13075561, compound

Participants

Reaction Steps

96.5 (0.33 mole) of 6-cyano-2,2-dimethyl-4-imidazol-1-yl-5-phenyl-3-hexanone (obtained as described in Example 1) were dissolved in 400 ml of isopropanol, and 15.12 g (0.4 mole) of sodium borohydride were added in portions at 0° to 20° C. The mixture was subsequently stirred at room temperature for 24 hours, 800 ml of 2 N hydrochloric acid were added dropwise at 0° to 10° C. and the mixture was subsequently stirred again at room temperature for 24 hours. The reaction mixture was then neutralized with 1.5 liters of saturated sodium bicarbonate solution and extracted three times with 400 ml of methylene chloride each time. The combined organic phases were washed with water, dried over sodium sulphate and concentrated. The residue was boiled up in 300 ml of diisopropyl ether, and the crystals formed on cooling were filtered off. 28.7 g (30% of theory) of 6-cyano-2,2-dimethyl-4-imidazol-1-yl-5-phenyl-3-hexanol were obtained as a diastereomer mixture of melting point 212° to 228° C.

Provenance & Evidence