Acetone → HCID 19767493, compound

Participants

Reaction Steps

2-(3,4-Difluorophenyl)-2-(4-methoxybenzyloxymethyl)propane-1,3-diol (16.5 g, 50 mmol), acetone (7.5 ml) and p-toluene sulphonic acid (100 mg) were heated to reflux in benzene (100 ml) and water was removed using Dean and Stark apparatus. After refluxing overnight the cooled solution was washed with saturated aqueous sodium bicarbonate solution and was dried over anhydrous magnesium sulphate. Evaporation gave 2,2-dimethyl-5-(3,4-difluorophenyl)-5-(4-methoxybenzyloxymethyl)-1,3-dioxane as a yellow oil (17.7 g, 97%, Nmr δ 7.2-6.8 (7H,m), 4.4 (2H,s), 4.05 (2H,d), 3.95 (2H,d), 3.8 (3H, s), 3.7 (2H,s), 1.4 (6H,s).

Provenance & Evidence