Neopentyl glycol → 2-(4-Bromophenyl)-5,5-dimethyl-1,3-dioxane

Participants

Reaction Steps

A mixture of 4-bromobenzaldehyde (100 g, 0.54 mole), neopentyl glycol (15 g, 1.10 mole), and p-toluenesulfonic acid (800 mg, 4 mmole) in benzene (800 mL) was heated to reflux using a Dean Stark apparatus for 16 h. The reaction mixture was cooled to room temperature and most of the benzene was removed. The residue was partitioned between ethyl acetate (500 mL) and cold water (150 mL). The organic phase was washed with water (2×150 mL) and brine (1×150 mL), then dried (Na2SO4) and concentrated to give the desired product (136 g, 93%).

Provenance & Evidence