Dicyclohexylamine → 4-[3-(1-Adamantyl)-4-methoxybenzoylthio]benzoic acid chloride

Participants

Reaction Steps

Into a round bottom flask there are introduced 3.80 g (9 mmoles) of 4-[3-(1-adamantyl)-4-methoxybenzoylthio]benzoic acid, 40 ml of dichloromethane and 1.8 ml (9 mmoles) of dicyclohexylamine. The reaction mixture is stirred for one hour. To the resulting solution 720 μl (9.9 mmoles) of thionylchloride are added and the mixture is stirred at ambient temperature for 2 hours. It is then evaporated to dryness, and taken up in 500 ml of ethyl ether. The dicyclohexylammonium chloride is filtered and the solvent is evaporated. 3.97 g (100% yield) of crude 4-[3-(1-adamantyl)-4-methoxybenzoylthio]benzoic acid chloride which is used as such for the following synthesis are obtained.

Provenance & Evidence