HCID 44551319, compound → HCID 44551320, compound

Participants

Reaction Steps

To a solution of aldehyde 13 (200 mg, 0.77 mmol) in THF (10 mL) at −78° C. was added slowly a solution of PhMgBr (2.7 mL, a 1.0 M solution in THF, 2.7 mmol). After the reaction mixture was stirred at this temperature for 30 min, the reaction was quenched with 1 M HCl (15 mL). The product was extracted with Et2O (2×20 mL). The organic layer was dried (Na2SO4), and concentrated, and the residue was purified by flash chromatography (hexane/EtOAc 3:1) to afford 14 (240 mg, 92%): Rf0.32 (hexane/EtOAc 3:1); 1H NMR (CDCl3) δ 2.96 (br s, 1H), 3.96 (s, 3H), 6.52 (s, 1H), 7.27 (m, 5H), 7.37 (s, 1H), 8.28 (s, 1H); 13C NMR (CDCl3) δ 57.0, 71.7, 110.5, 110.9, 127.1, 128.3, 128.7, 130.6, 140.6, 141.2, 160.0: ESI -HRMS [M+HCO2]− C15H1379BrNO6 calcd for m/z 381.9926, found 381.9931.

Provenance & Evidence