Pyridine → HCID 58877664, compound

Participants

Reaction Steps

To a solution of compound 12 (0.5 g, 1.17 mmol, ˜9:1 Z/E ratio by 1HNMR) in CH2Cl2 (10 mL) was added p-nitrophenyl chloroformate (0.35 g, 1.76 mmol) and pyridine (0.29 mL, 0.28 g, 3.58 mmol). The reaction mixture was stirred at ambient temperature for 18 h and then concentrated. The residue was purified by chromatography (silica gel, hexanes/EtOAc, 8:1) to provide 38 (0.63 g, 91%, ˜9:1 Z/E mixture) as a cream-colored solid foam. 1HNMR (400 MHz, DMSO-d6): δ 0.85 (t, J=7.4 Hz, 3H), 1.42 (s, 9H), 2.39 (q, J=7.4 Hz, 2H), 6.50 (d, J=16 Hz, 1H), 6.92 (d, J=8.6 Hz, 2H), 7.1-7.8 (m, 14H), 8.3-8.4 (m, 2H).

Provenance & Evidence