Methyl p-toluenesulfonate → Trimethylammonium acetonitrile p-toluene sulphonate

Participants

Reaction Steps

Dimethylamino acetonitrile (4.2 g, 0.05 mole) was dissolved in dry acetonitrile (50 ml) in a 100 ml RB flask provided with condenser, calcium chloride drying tube, and anti-bumping granules. Methyl p-toluene sulphonate (9.3 g, 0.05 mole) was added and the solution refluxed for 5 hours. The flask was cooled in ice, and the white solid crystalline solid filtered off, washed with ice-cold dry acetonitrile and then vacuum-dried to give 10.65 g of product, yield 78.8%: 'H NMR (σ, D2O) 2.4 (s, 3H, CH3 -Ar), 3.4 (s, 9H, (CH3)3N+), 7.4+7.7 (dd, 4H, ArH) ppm.

Provenance & Evidence