p-Toluenesulfonic acid → HCID 13561254, compound

Participants

Reaction Steps

27.2 g (0.1 mole) of p-(4-methyl-4-pentylcyclohexyl)-benzaldehyde (obtainable from 4-cyanocyclohexylbenzene by alkylation with LDA and heptyl bromide, stepwise conversion of the nitrile group into the methyl group by reduction with DIBAH and hydrazine in a Wolff-Kishner reaction and introduction of the formyl group by chloromethylation and a Sommelet reaction) are boiled with 16.0 g (0.1 mole) of 2-hexylpropane-1,3-diol and 0.1 g of p-toluenesulfonic acid in 150 ml of toluene, using a water separator, until no further water of reaction is formed. The cooled reaction mixture is washed twice with 5% NaHCO3 solution (100 ml each time) and then with water and dried. After the solvent has been evaporated off, the residue is recrystallised from ethanol. p-(4-Methyl-4-pentylcyclohexyl)-(5-hexyl-1,3-dioxan-2-yl)-benzene is obtained.

Provenance & Evidence