Tert-Butyl nitrite → Thionitrous acid (HNOS), S-(triphenylmethyl) ester

Participants

Reaction Conditions

Reaction Steps

Triphenylmethyl mercaptan (0.050 g, 0.18 mmol) was dissolved in anhydrous methylene chloride and cooled to 0° C. Tert-butyl nitrite (0.186 g, 1.80 mmol) was added and the resulting mixture was stirred at 0° C. for 30 min. The reaction mixture was allowed to warm to room temperature and stirred at room temperature for 1 hour. The solvent and excess of tert-butyl nitrite were evaporated to give the title compound as a green solid (0.054 g, 98%). 1H NMR (CDCl3) δ: 7.13-7.18 (m, 4 H), 7.25-7.39 (m, 11⌴H).

Provenance & Evidence