Methanol → 2-Trifluoromethyl-10-[3-(3-caproyloxypyrrolidino)-propyl]-phenothiazine

Participants

Reaction Steps

8.6 G. of 2-trifluoromethyl-10-[3-(3-hydroxypyrrolidino)-propyl]-phenothiazine.hydrochloride were dissolved in 100 ml of dichloroethane. To the solution were added drop by drop 3.0 g of caproylchloride at a room temperature with stirring. This mixture was heated under reflux for two hours. After cooling, 20 ml of methanol were added to said mixture, and the whole was stirred for about 1 hour. The resulting reaction mixture was washed, in turn, with water, aqueous potasium carbonate solution and water respectively, and dried over sodium sulphate. The solvent was distilled off under a reduced pressure. The resulting pale brown oily material was purified by means of silicagel column chromatography (solvent for elution: the mixed solvent of n-hexan.ethylacetate), thereby obtaining the object as the free base, which was pale yellowish viscous liquid.

Provenance & Evidence