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To a 0° C. solution of 5.0 g of the above ketone in 150 ml. of anhydrous methanol was added excess sodium borohydride and the mixture stirred for one hour. After removal of the solvent, a small quantity of water was added and the mixture was extracted with ethyl acetate. The combined extracts were dried over magnesium sulfate and evaporated to afford 1-[4-hydroxy-4-(4-t-butylphenyl)butyl]imidazole, which was converted to the oxalate salt and recrystallized from ethyl acetate/ethanol, m.p. 205°-207° C.(foaming).

1. customTo a 0° C.
2. customAfter removal of the solvent
3. additiona small quantity of water was added
4. extractionthe mixture was extracted with ethyl acetate
5. dry with materialThe combined extracts were dried over magnesium sulfate
6. customevaporated