Methanol → HCID 70614731, compound

Participants

Reaction Steps

A solution of 7.2 g of 5-(3α,12α-diformyloxy-5β-pregnane-20-yl)pentanoic acid methyl ester, 50 ml of methanol, 50 ml of 2N methanolic sodium hydroxide solution and 10 ml of water was refluxed for 2 hr. At the end of this time, the methanol was removed under reduced pressure and 300 ml of water was added to the residue. The solution was treated with charcoal and filtered through a bed of diatomaceous earth. The solution was then cooled to 0° and with stirring acidified (pH3) by the dropwise addition of concentrated aqueous hydrochloric acid. The precipitate was filtered and dried overnight under house vacuum. Crystallization from methyl ethyl ketone gave 4 g of 5-(3α,12α-dihydroxy-5β-pregnane-20-yl)pentanoic acid, mp 191°-193°.

Provenance & Evidence