Acetic Acid → HCID 13176304, compound

Participants

Reaction Steps

3.8 g (0.1 mol) of sodium boranate were introduced in portions into a solution of 15.3 g (0.05 mol) of 5-(4-chlorophenoxy)-3,3-dimethyl-5-(imidazol-1-yl)-pent-1-en-4-one (obtained as described in Example 1) in 150 ml of methanol, the mixture being cooled externally. After 6 hours, the reaction mixture was adjusted to pH 6 with dilute acetic acid, and was concentrated by evaporation under reduced pressure. The residue was taken up in ethyl acetate, and the solution was washed once with dilute sodium bicarbonate solution and three times with water, dried over sodium sulphate and thereafter concentrated in vacuo. The oily residue was dissolved in a small amount of ether and petroleum ether was added to the solution. The resulting precipitate was separated off, washed with a small amount of petroleum ether and dried. 12.2 g (79.7% of theory) of 5-(4-chlorophenoxy)-3,3-dimethyl-5-(imidazol-1-yl)-pent-1-en-4-ol of melting point 88° to 90° C. were obtained.

Provenance & Evidence