Benzyl Chloride → 1-Benzyl-4-trifluoromethylpyridinium chloride

Participants

Reaction Conditions

Reaction Steps

A solution of 7.59 mL (65.94 mmol) benzyl chloride in 10 mL of acetonitrile was added to a solution of 10.00 g (65.94 mmol) of 4-trifluoromethylpyridine in 40 mL of acetonitrile and the mixture was stirred for 2 hours at 80° C. Another 1.5 mL of benzyl chloride was added and the mixture was stirred for 22 hours at 80° C. The reaction mixture was cooled to RT and combined with MTBE. The precipitate was filtered off, washed with MTBE, dried in vacuo, and stored in the desiccator. Yield: 14.48 g (80% of theoretical); C13H11F3N.Cl (M=273.681); calc.: molpeak (M+H)+: 238; found: molpeak (M+H)+: 238.

Provenance & Evidence