Tert-Butyl nitrite → HCID 59542484, compound

2-Amino-5-(cyclohexyl)-thiophene-3-carboxylic acid ethyl ester (1.79 g, 7 mmol) was added to a mixture of t-butyl nitrite (10.5 mmol) and copper (II) chloride (7 mmol) in IMS (100 mL). The reaction mixture was stirred for 30 minutes then saturated aqueous ammonium chloride (7 mL) was added and the resulting solution stirred overnight. The solvent was then evaporated under vacuum and the residue partitioned between ethyl acetate and water. The organic solution was separated and dried with magnesium sulphate, filtered and the solvent evaporated to give the title compound as an orange oil (1.28 g). 1H NMR δ (ppm) (CHCl3-d): 7.9 (s, 1H), 7.2 (s, 1H), 4.3 (q, 2H), 2.8 (m, 1H), 2.1 (m, 2H), 1.9 (m, 2H), 1.7-1.2 (m, 9H).