Preparation of bis-(3-chloro-2-hydroxypropyl) ether
Alternative Names: 1,1′-Oxybis(3-chloropropane-2-ol);
Carbon dioxide is led into a mixture of 0.25 mole of diallyl ether, 2.5 liters of water, and 102 g (0.25 mole) 35% of calcium hypochlorite solution at 3° C with stirring and cooling. A dry-ice condenser is placed on the reaction flask to prevent loss of diallyl ether. The calcium hypochlorite is consumed in 2 hours, then 51 g additionally are added and carbon dioxide is passed in with stirring for a further 2 hours. The solution is filtered from calcium carbonate, saturated with sodium chloride, and extracted with ether. The yield is 94.4% and the b.p. is 150-165° C/3 mmHg or, after a further distillation 138-139° C/1 mmHg.
J. Amer. Chem. Soc, 71, 2667 (1949).