Hydrochloric Acid → 1,4-Bis-(4-chlorophenoxy)-3,3-dimethyl-1-(imidazol-1-yl)-butan-2-ol

Participants

Reaction Steps

13.1 g (0.031 mol) of 1,4-bis-(4-chlorophenoxy)-3,3-dimethyl-1-(imidazol-1-yl)-butan-2-one (Example 2) were dissolved in 100 ml of methanol, and 1.4 g of sodium borohydride were added in portions at 0° to 5° C. The mixture was subsequently stirred at room temperature for 5 hours, acidified with 10 ml of 2 N hydrochloric acid and stirred at room temperature for a further 2 hours. The solvent was then distilled off in vacuo and the residue was taken up in 300 ml of methylene chloride. The mixture was stirred with 200 ml of saturated sodium bicarbonate solution, the organic phase was separated off, washed twice with 300 ml of water each time and dried over sodium sulphate and the solvent was distilled off in vacuo. The colorless residue was taken up in 50 ml of diisopropyl ether and the crystals formed were filtered off. 10.8 g (82.7% of theory) of 1,4-bis-(4-chlorophenoxy)-3,3 -dimethyl-1-(imidazol-1-yl)-butan-2-ol were obtained as a diastereomer mixture of melting point 142°-144° C.

Provenance & Evidence