Sodium Hydroxide → HCID 18979176, compound

Participants

Reaction Steps

In 50 ml of methanol was dissolved 7.38 g (25 mmol) of ethyl 6-cyano-6-(1-naphthyl)hexanoate followed by addition of 50 ml of iN aqueous sodium hydroxide solution, and the mixture was stirred at room temperature for 30 minutes. This reaction mixture was diluted with 150 ml of pure water and washed with 150 ml of ethyl acetate. The aqueous layer was acidified with 100 ml of 1 N HCl and extracted with 200 ml of ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and purified by silica gel column chromatography (hexane-ethyl acetate=1:4) to provide 6.66 g (yield 99.7%) of the title compound as colorless oil.

Provenance & Evidence