p-Toluenesulfonic acid monohydrate → HCID 131720818, compound

Participants

Reaction Conditions

Reaction Steps

Carbamate (7.61) (3.75 g, 8 mmol) and p-toluenesulfonic acid monohydrate (1.5 g, 8 mmol) were dissolved in toluene (55 ml) and heated at 80° C. for 45 min. A white precipitate formed during the reaction. This was collected by filtration, washed with hexanes, and dried to give the title compound which recrystallised from toluene as a white crystalline solid (needles) (3.91 g, 96%). M.p. 200°-201° C.; m/z (+ES) 362 (100%, M+H+); δH (250 MHz, d6 -DMSO) 2.5 (3H, s, CH3), 5.35 (4H, s, 2×Ar--CH2), 7.05 (2H, d, J 7.5 Hz 2×Ar--H), 7.25-7.60 (12H, m, 12×Ar--H), 7.75 (2H, d, 2×Ar--H), 8.00 (1H, s, Ar--H); δC (62.5 MHz, δ6-DMSO) 21.24, 67.08, 118.13, 121.94, 122.61, 125.95, 128.63, 128.74, 129.04, 131.52, 136.31, 138.40, 143.88, 145.65, 165.84; RF 0.15 [DCM/methanol (9:1).

Provenance & Evidence