Water → 4-Ethynylbenzonitrile

Participants

Reaction Steps

23.5 g of 3-methyl-1-(4'-cyanophenyl)-1-butyn-3-ol was dissolved in 250 ml of toluene in nitrogen atmosphere, and 1.6 g of sodium hydride (60% in paraffin liquid) was added thereto. This was stirred for 4 hours at 80° to 90° C. The reaction solution was poured into 300 ml of water, extracted with chloroform, and washed three times with water. Toluene and chloroform were removed by distillation, and the residue was recrystallized from methanol to obtain 9.9 g of 4-cyanophenylacetylene.

Provenance & Evidence