p-Toluenesulfonic acid → 2-(4'-Bromo-3',5'-difluorophenyl)-5-pentyl-1,3-dioxane

Participants

Reaction Steps

10.8 g (0.074 mol) of 2-pentylpropane-1,3-diol, 16.3 g of 4-bromo-3,5-difluorobenzaldehyde and 0.7 g of TsOH were dissolved in 74 cm3 of dichloromethane, and was refluxed for 3 hours on a hot water bath with a Dean-Stark trap applied to remove the water formed. The reactant was washed in water, the dichloromethane was removed, and the residue was recrystallized from a mixture of acetone and methanol to obtain 9.1 g (0.026 mol) of 2-(4'-bromo-3',5'-difluorophenyl)-5-pentyl-1,3-dioxane.

Provenance & Evidence