Hydrochloric Acid → HCID 178444340, compound

Participants

Reaction Steps

A mixture of 100 mg of p-[trans-4-(trans-1-pentenyl)-cyclohexyl]benzonitrile and 10 ml of a 10% solution of potassium hydroxide in diethylene glycol was boiled at 180° C. for 1 hour while gassing with argon in a round flask provided with a magnetic stirrer and a reflux condenser. After cooling the brown reaction mixture was made acid with 25% hydrochloric acid and partitioned between 70 ml of dichloromethane and 70 ml of water The aqueous phase was back-extracted three times with 70 ml of dichloromethane each time. The organic phases were washed twice with 70 ml of water each time and dried over magnesium sulphate and active carbon. After separating the solvent in a rotary evaporator there were obtained 99 mg (92%) of p-[trans-4-(trans-1-pentenyl)cyclohexyl]benzoic acid as white, intensively smelling crystals; Rf-value 0.44 (ethyl acetate/petroleum ether, vol. 3:7).

Provenance & Evidence