Benzyl Bromide → 2-(1,3-Dioxolan-2-yl)-1-benzylpyridinium bromide

Participants

Reaction Conditions

Reaction Steps

A mixture of 716 g (4.74 mol) of 2-(1,3-dioxolan-2-yl)pyridine and 859 g (5 mol) of benzyl bromide in a 5 L flask was heated on a steam-bath to 80° C. where an exothermic reaction caused the reaction temperature to reach 146° C. The reaction mixture was allowed to cool to 90° C. and the mixture was heated on a steam-bath for 2 h. The reaction mixture was cooled to room temperature, the resulting solid product was heated on a steam-bath with ethyl acetate, and ethyl acetate was decanted. The treatment with ethyl acetate was repeated three times to afford 1526.8 g of 2-(1,3-dioxolan-2-yl)-1-benzylpyridinium bromide (Formula VI: R1 =R2 =R7 =H;Z- =Br-).

Provenance & Evidence