1,4-Cyclohexanediol → 4-(Cyclohex-3-enylmethoxy)cyclohexanol

Participants

Reaction Conditions

Reaction Steps

To toluene (500 g) were added 4-chloromethylcyclohexene (0.1 mol), 1,4-cyclohexanediol (0.5 mol), and tetrabutylammonium bromide (0.01 mol), and the mixture was heated to 90° C. and combined with a 5 N aqueous sodium hydroxide solution (100 g) added dropwise, followed by stirring for a for hours. The toluene solution (toluene layer) was washed with water, concentrated, purified by silica gel chromatography, and thereby yielded 13 g of 4-(cyclohex-3-enylmethoxy)cyclohexanol with a purity of 99%.

Provenance & Evidence