Hydrochloric Acid → 1-(4-hydroxy-3,5-di-isopropylphenyl)-2-[(1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy]-ethanone

Participants

Reaction Steps

To a solution of 15.63 g (100 mmol) of (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexanol and 16.5 g (250 mmol) of potassium hydroxide in 100 ml of N-methylpyrrolidone a solution of 12.73 g (50 mmol) of 2-chloro-1-(4-hydroxy-3,5-di-isopropylphenyl)-ethanone in 400 ml of N-methylpyrrolidone is added dropwise at room temperature and under inert atmosphere. After the addition is completed stirring is continued for additional 16 hours. Then the reaction mixture is acidified with 1N HCl and extracted with ethyl acetate. The collected organic phases are washed with water and brine, dried and evaporated. Crystallization of the crude product from hexane gives 6.37 g of compound 110, m.p. 83-84° C.

Provenance & Evidence