Epichlorohydrin → Diglycidyl ether

Participants

Reaction Conditions

Reaction Steps

In a 750 ml sulfonation flask equipped with thermometer, reflux condenser, N2 inlet and metering device, 114.19 g (1.0 mol) of 4-methylcyclohexanol are added to 1.7 g of catalyst B and the reaction mixture is heated to 100° C. With efficient stirring, 98.0 ml (1.25 mol) of epichlorohydrin are added, and the reaction mixture is thereafter allowed to react for 3 h. After cooling to 50° C., 1 g of tetramethylammonium chloride is added and to the solution are then added 8 g (0.1 mol) of a 50% aqueous solution of NaOH over 5 min, followed by the addition of 42 g (1.05 mol) of pulverised NaOH in increments over 45 min and the suspension is stirred for 7 h. After addition of 200 ml of ethyl acetate, the reaction mixture is filtered, washed with 100 ml of ethyl acetate and the phases are separated. The organic phase is dried over MgSO4 , filtered, and the filtrate is freed from solvent on a rotary evaporator at a bath temperature of 60° C., giving 168.5 g (99% of theory) of colourless glycidyl ether of 4-methylcyclohexanol having the following properties: epoxy value: 4.93 eq/kg (84% of theory); total chlorine content: 4.75%; concentration of hydrolisable chlorine: 5900 ppm.

Provenance & Evidence