Acetylene → 1-Vinyl-4,5,6,7-tetrahydroindole

Participants

Reaction Steps

5 g of cyclohexanone oxime, 0.5 g of calcium oxide in 50 ml of hexamethyltriamidophosphate are heated with a 3-fold molar excess of acetylene (with reference to the stoichiometric amount thereof) to the temperature of 170° C in a one-liter rotary autoclave (maximal pressure is 30 atm). The cooled mixture is extracted with vinyl butyl ether and the extract is distilled to give 1.8 g (yield of 30%) of 1-vinyl-4,5,6,7-tetrahydroindole.

Provenance & Evidence