Acetone → HCID 21461387, compound

Participants

Reaction Steps

A mixture of 0.93 mol (211 g) of 2-bromomethyl-5,6-dihydroxy-1,3-dioxepane, 5.75 mol (422 ml) of acetone, 1.8 g of p-toluenesulphonic acid and 750 ml of methylene chloride was heated under reflux and the water formed was separated by means of a water separator. After about 9 h, the methylene chloride was drawn off in the rotary evaporator (filter pump), and the residue underwent fractional distillation under a medium high vacuum. At 89°-92° C. (0.5 mbar), 231 g of 4-bromomethyl-9,9-dimethyl-3,5,8,10-tetraoxabicyclo[5,3,0]decane (93% yield) were obtained as a colourless liquid which exhibited crystalline deposits in some cases at room temperature and was a mixture of isomers.

Provenance & Evidence