2-Butyne-1,4-diol → HCID 21451197, compound

Participants

Reaction Steps

A total of 14.3 g. (0.08 mole) of 1-(chloropropoxy)-3-methyl-3-phospholene was added in two halves to a suspension of 6.8 g. (0.08 mole) of 2-butyn-1,4-diol in 25 ml. of 1,2-dichloroethane. The second half of the phospholene was added dropwise after the slow exotherm, generated by the first addition, had subsided. The maximum temperature reached in the first exotherm was 45° C and, in the second exotherm, was 60° C. After the addition of all phospholene was complete, the mixture was stirred for 30 minutes without heating and then was heated under reflux for 30 minutes. At the end of this time the solvent was removed by distillation and the residue was distilled in vacuo. There was thus obtained 1-(1-hydroxymethylallenyl)-3-methyl-3-phospholene-1-oxide in the form of a liquid.

Provenance & Evidence