Acetic Anhydride → HCID 18396011, compound

Participants

Reaction Steps

A solution of 4.11 g (17.1 mMol) of (1S,4aS,5S,8aR)-5-tert-Butoxy-4a-methyl-decahydro-naphtalen-1-ol and 313.6 mg (2.6 mMol) of 4-dimethylaminopyridine in 26 ml of pyridine is treated with 13 ml of acetic anhydride under stirring and argon atmosphere for two hours. The reaction mixture is poured on ice-water and extracted three times with diethylether. The combined organic layer is washed twice with water, dried over sodium sulfate and evaporated in vacuo to yield 1.26 g of crude product which is chromatographed over 60 g of silicagel with hexane/ethylacetate 9/1 to give 4.64 g (91%) of Acetic acid (1S,4aS,5S,8aR)-5-tert-butoxy-4a-methyl-decahydronaphtalen -1-yl ester as an amorphous pure product.

Provenance & Evidence