Hydrochloric Acid → 2-[(E)-3,7-dimethyl-octa-2,6-dienyloxy]-1-(4-hydroxy-3,5-di-isopropyl-phenyl)-ethanone

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Reaction Steps

To a solution of 86.4 g (560 mmol) of (E)-3,7-dimethyl-octa-2,6-dien-1-ol and 64.5 g (1150 mmol) of potassium hydroxide in 150 ml of N-methylpyrrolidone a solution of 58.59 g (230 mmol) of 2-chloro-1-(4-hydroxy-3,5-di-iso-propylphenyl)-ethanone in 100 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 45.3 g of compound 108, m.p. 70-71° C.

Provenance & Evidence