反应详情

To a solution of (2-tritylsulfanylphenyl)-methanol (4.7 g, 12.3 mmol), phthalamide (2.29 g, 15.6 mmol) and thiphenylphosphine (4.09 g, 15.6 mmol) in THF (70 mL) at 0° C. under an argon atmosphere, was slowly added DEAD (2.4 mL, 15 mmol). The reaction mixture was stirred at RT for 30 min, then partitioned between aqueous saturated NaHCO3 and EtOAc. The organic layer was separated, dried over MgSO4, filtered, and the filtrate was concentrated in vacuo to afford the title compound (4.7 g, 75%) as yellow foam. 1H NMR (300 MHz, CDCl3): δ 7.82 (2H, m), 7.70 (2H, m), 7.38-7.33 (5H, m), 7.27-7.22 (10H, m), 7.12 (1H, dd, J 1.4, 0.5), 7.08 (1H, dt, J 1.4, 0.5), 6.96 (1H, dd, J 7.6, 1.5), 6.88 (1H, dt, J 7.6, 1.5), 4.47 (2H, s).

1. customat 0° C.
2. custompartitioned between aqueous saturated NaHCO3 and EtOAc
3. customThe organic layer was separated
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. concentrationthe filtrate was concentrated in vacuo