Hydrochloric Acid → (3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol hydrochloride

Participants

Reaction Steps

A solution of 100 cm3 of a 5.2N solution of hydrochloric acid in dioxane is added at room temperature to a solution of 7.63 g of (3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)-2-(tert-butoxycarbonyl)perhydroisoindol-4-ol in 66 cm3 of dioxane. The reaction mixture is stirred for 1 hour at this temperature and then concentrated to dryness under reduced pressure (2.7 kPa). The residue is washed with acetonitrile, filtered off and then dried. There are obtained 4.88 g of (3aS,4S,7aS)-7,7-diphenyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol hydrochloride in the form of white crystals melting at 271° C. (Maquenne block).

Provenance & Evidence