反应详情

A solution of 16 (1.0 g, 2.4 mmol) in 5 mL of methanesulfonic acid was stirred at room temperature for 1 d. The reaction mixture was diluted with ether (200 mL), washed with sat. NaHCO3 (100 mL×3), sat. NaCl (100 mL) and dried (MgSO4). Evaporation followed by flash chromatography (CH2Cl2/MeOH sat. with NH3 19:1) afforded 17 (88 mg, 96%) as a colorless solid: 1H NMR (DMSO-d6) d 3.88 (d, 2H, J=4.4), 6.85 (s, 1H), 8.07 (t, 1H, J=4.4), 13.24 (s, 1H); (CD3OD) d 3.87 (s, 2H), 6.88 (S, 1H); 13C NMR (DMSO-d6) d 48.1 (e), 98.2 (e), 107.9 (e), 117.9 (e), 123.7 (e), 126.3 (o), 126.6 (e), 161.6 (e); IR (nujol) 3153, 1660, 1536, 1414, 1257 cm−1; UV (CH3OH) lmax 288, 234 nm; MS m/z (relative intensity) 388 (M++6, 33), 386 (M++4, 100), 384 (M++2, 100), 382 (M+, 33); HRMS, calcd for C8H5N2OBr3 (M+) 381.7952, found 381.7941. Anal. Calcd for C8H5N2OBr3: C, 24.97; H, 1.31; N, 7.28. Found: C, 25.29; H, 1.47; N, 7.25.

1. washwashed with sat. NaHCO3 (100 mL×3), sat. NaCl (100 mL)
2. dry with materialdried (MgSO4)
3. customEvaporation