Acetic Anhydride → 4-[1-(acetyloxy)-4,4-dimethyl-2-octenyl]-hexahydro-5-methyl-2H-cyclopenta[b]furan-2-one

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Reaction Steps

Following the procedure of example VII, 48.9 g, of crude, optically active [3aR-[3a alpha,4alpha(1S*,2E), 5beta,6a alpha-]]-4-[1-(hydroxy)-4,4-dimethyl-2-octenyl]hexahydro-5-methyl-2H-cyclopenta[b]furan-2-one was acetylated with 60 ml of acetic anhydride and 0.5 g of 4-dimethylaminopyridine in 400 ml of ethyl acetate. The product was crystallized from 60 ml of hexane giving 30.05 g of optically active [3aR-[3alpha,4alpha(1S*,2E),5beta,6a alpha-]]-4-[1-(acetyloxy)-4,4-dimethyl-2-octentyl]-hexahydro- 5-methyl-2H-cyclopenta[b]furan-2-one in colorless crystals with mp 83°-83.5°.

Provenance & Evidence