Ethanol → HCID 70571221, compound

Participants

Reaction Steps

2.6 g of cyclopropane carboxylic acid chloride are added over 5 minutes to a solution of 2.0 g of sodium hydrogen sulfide in 20 ml of ethanol which is cooled in ice. After 30 minutes, 5.5 g of 2-bromomethylnaphthalene are added. Then 10 ml of 10% sodium hydroxide are slowly added dropwise at room temperature. After 1 hour stirring at room temperature, 25 ml of dichloromethane are added and the solution is washed twice with 10% potassium bicarbonate solution and saturated sodium chloride solution, dried over sodium sulfate and evaporated. The residue is purified by chromatography on silica gel to yield pure cyclopropane thiolcarboxylic acid 2-naphthylmethyl ester.

Provenance & Evidence