Hydrochloric Acid → HCID 20588789, compound

Participants

Reaction Steps

26.0 g of 1-propenyl-4-(4-p-tolylethynylphenyl)cyclohexane from Example 9, 10.34 g of sodium benzenesulphinate, 100 ml of 2 N hydrochloric acid solution, 175 ml of toluene and 87 ml of THF were combined and heated to reflux. After 4 hours, the reaction mixture was allowed to cool, and the aqueous phase was removed. A further 10.34 g of sodium benzenesulphinate and 100 ml of 2 N hydrochloric acid solution were then added, and the mixture was refluxed for a further 2 hours, the aqueous phase was again removed after cooling, and a further 10.34 g of sodium benzenesulphinate and 100 ml of 2 N hydrochloric acid solution were added, the mixture was refluxed overnight, and subsequently subjected to conventional work-up, giving 1-E-propenyl-4-(4-p-tolylethynylphenyl)cyclohexane in the form of a colourless solid.

Provenance & Evidence