Water → HCID 54060620, compound

Participants

Reaction Steps

3.6 g of 1-(2-naphthyl)-2-propyn-1-ol and 1.6 g of pyridine are dissolved in 30 ml of methylene chloride, the solution is cooled to 0°-5° C. and a solution of 2.3 g of cyclopropane carboxylic acid chloride in 10 ml of methylene chloride is added with stirring. The mixture is left at room temperature for 2 hours, then poured into water and diluted with 50 ml of methylene chloride. The methylene chloride solution is separated and washed, in sequence, with 2 N hydrochloric acid solution, 10% potassium bicarbonate solution and a semi-saturated sodium chloride solution. The solution is then dried over sodium sulfate and evaporated. The crude product is purified by crystallization or by adsorption chromatography on silica gel to yield pure cyclopropane carboxylic acid 1-(2-naphthyl)-2-propynyl ester, m.p. 94°-96° C. (from cyclohexane).

Provenance & Evidence