Hydrochloric Acid → HCID 21449478, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 2-cyclopentyl-5-hydroxy-6,7-dichloro-1-indanone (8.55 g., 0.03 mole) in tetrahydrofuran (100 ml.) under nitrogen is added dropwise 70% sodium bis-(2-methoxyethoxy)-aluminum hydride in benzene (10 ml.) in tetrahydrofuran (30 ml.) over a ten minute period at 10°-15° C. The reaction mixture is stirred at 25° C. for 3 hours, cooled to 10° C., very slowly treated with 10% hydrochloric acid until frothing ceases, then with 20% hydrochloric acid until acidic. The tetrahydrofuran is decanted from a pasty residue, evaporated to dryness and the residue triturated with benzene to give 7.2 g. of 2-cyclopentyl-6,7-dichloroindan-1,5-diol which melts at 158°-160° C. after crystallization from benzene.

Provenance & Evidence