p-Toluenesulfonic acid monohydrate → HCID 86599903, compound

Participants

Reaction Steps

The product of Example 18A (150 mg, 0.32 mmol) was dissolved in ethyl acetate (5 mL) and ethanol (0.2 mL), then p-toluenesulfonic acid monohydrate (122 mg, 0.64 mmol; Aldrich) was added. After stirring the mixture for 16 hours, the resulting solid was collected by filtration to afford the title compound (245 mg, 0.30 mmol; 94%). 1H NMR (300 MHz, methanol-d4): δ 7.89 (2H, d, J=8 Hz), 7.70 (4H, d, J=8 Hz), 7.47 (2H, d, J=2 Hz), 7.34 (1H, d, J=2 Hz), 7.32 (2H, dd, J=8, 2 Hz), 7.22 (4H, d, J=8 Hz), 5.04 (2H, m), 3.87 (2H, m), 3.5-3.28 (12H, m), 2.55 (2H, m), 2.40-2.21 (7H, m), 2.21-1.83 (5H, m). MS (DCI/NH3): m/z 467 (M+1)+. Anal. Calcd. for C25H30N2O3.2C7H8O3S.0.5H2O: C, 58.59; H, 5.78; N, 3.42. Found: C, 58.58; H, 5.84; N, 3.39.

Provenance & Evidence