HCID 25228381, compound → HCID 135858979, compound

Participants

Reaction Steps

Referring to FIG. 20, 12N HCl (1 drop) was added to a solution of 11c (0.0140 g, 0.0473 mmol) in methanol (3 mL), and the mixture stirred for 10 min. The solvent was evaporated, and the residue was purified by column chromatography (3:7 EtOAc/hexane) to afford CHQ-OAc (0.0042 g, 0.017 mmol, 35%) as a white solid (mp 126-127° C. dec): 1H NMR (CDCl3) δ 8.13 (1H, d, J=8.5 Hz), 7.68 (1H, d, J=8.5 Hz) 7.40 (1H, d, J=8.5 Hz) 7.34 (1H, d, J=9.0 Hz) 5.46 (2H, s), 2.23 (3H, s); 13C NMR (CDCl3) δ 171.0, 157.7, 153.2, 144.7, 137.4 127.6 123.8, 118.2, 117.8, 115.1, 67.5, 21.2; FTIR (neat) 2928, 1737, 1629, 1511, 1343, 1251, 850, 777 cm−1; MS (ESI) m/z calculated for (C12H10ClNO3+H)+ 252 (35Cl) and 254 (37Cl), found 252 (35Cl) and 254 (37Cl); HRMS (ESI) m/z calculated for (C12H10ClNO3+H)+ 252.0427 (35Cl) and 254.0398 (37Cl), found 252.0420 (35Cl) and 254.0390 (37Cl).

Provenance & Evidence