Hydrochloric Acid → HCID 131718745, compound

Participants

Reaction Steps

A mixture containing compound (C) (3.45 g., 11.3 mmol.) and 1M L/A/H4 (40ml.) in tetrahydrofuran (100 ml.) was refluxed for 21 hours under a dry nitrogen atmosphere. The solution was cooled and the excess LAH was decomposed by the careful addition of a saturated aqueous solution of Rochelles's salt (10 ml.). Absolute ethanol (50 ml.) was added to the suspension and the mixture was refluxed overnight. After filtration, the residual product in the filter cake was extracted by treatment of the solid with hot ethanol (2×100 ml.). The filtrates were combined and evaporated to afford 4.0 g. of a brownish mass. Crystallization from acetonitrile gave off-white crystals which dissolved in ethyl ether and hexane washes. A portion of this material (400 mg., 1.6 mmol.) was converted to the hydrochloride salt by treatment with methanolic hydrochloric acid (7 ml.).

Provenance & Evidence