Hydrochloric Acid → HCID 21450775, compound

Participants

Reaction Steps

To a suspension of 79 parts of 4-methoxy-γ-oxobenzeneheptanoic acid in 630 parts of 2-propanol at 0°-5° is added, with stirring during one-half hour, 80 parts of sodium tetrahydroborate(1-). Stirring is continued at 0°-5° for 31/2 hours after the addition is complete, at which point the reaction mixture is consecutively diluted with an equal volume of water and acidified with cold 10% hydrochloric acid. The mixture thus obtained is extracted with cold dichloromethane. The dichloromethane extract is washed with water, dried over anhydrous sodium sulfate, and stripped of solvent by vacuum distillation at temperatures less than 40°. The residue is crystallized from a mixture of cold ether and hexane to give γ-hydroxy-4-methoxybenzeneheptanoic acid melting at approximately 67°-68°, and having the formula ##STR7##

Provenance & Evidence