Sodium Hydroxide → HCID 22664978, compound

Participants

Reaction Conditions

Reaction Steps

Lithium aluminum hydride (0.64 g, 16.8 mmol) was mixed with ether (20 ml) and cooled to −10° C. Thereto was added dropwise a solution of ethyl 1-(1-hydroxy(2-chlorophenyl)methyl)cyclopentanecarboxylate (3.1 g, 11.2 mmol) in ether (5 ml) at the same temperature over 15 min, and the mixture was stirred at −10° C. for 1 h, and at room temperature for 3 h. The mixture was cooled to −20° C. and 10%—NaHCO3 aq. (2 ml) was added dropwise, then 20%—NaOH aq. (2 ml) was added dropwise. The mixture was stirred for 30 min and sludge was removed by decantation. The organic layer was washed with water (50 ml), dried over anhydrous sodium sulfate, concentrated to dryness, and purified by silica gel column chromatography (hexane:ethyl acetate =2:1) to give the title compound 2.2 g (quant.) as a colorless oil.

Provenance & Evidence