Water → HCID 13767629, compound

Participants

Reaction Steps

A solution of 0.101 g of 1R-[1alpha(R*,S*),3a beta, 4beta, 7a alpha]-octahydro-1-[1-methyl-2-(2,2,4,4-tetramethyl-1,3-dioxan-6-yl)ethyl]-7a-methyl-1H-inden-4-ol in 6 mL of dry methylene chloride was treated with 0.170 g of anhydrous sodium acetate and 0.345 g of 2,2'-bipyridinium chlorochromate and the mixture stirred at room temperature for 2 hours. After this time, additional 0.150 g of 2,2'-bipyridinium chlorochromate was added and the stirring continued for 1 more hour. Water was then added to the reaction mixture which was extracted with 3×50 mL of ether. The combined organic phases were washed with water, dried and evaporated. The crude residue obtained was purified by chromatography on silica, eluting with hexane/ethyl acetate (2:1) to give 0.090 g (90% yield) of pure 1R-[1alpha(R*,S*),3a beta, 4beta, 7a alpha]-octahydro-1-[1-methyl-2-(2,2,4,4-tetramethyl- 1,3-dioxan-6-yl)ethyl]-7a-methyl-1H-inden-4-one.

Provenance & Evidence