反应详情

A stirred suspension of the alcohol from Step 1 (130 mg, 0.33 mmol) in dichloromethane (4 mL) under nitrogen was cooled to −10° C. (Diethylamino)sulfur trifluoride (54 μL, 0.41 mmol) was added dropwise and after 30 minutes the cooling bath was removed. After a further 15 minutes, the reaction was quenched with saturated aqueous sodium hydrogencarbonate solution and extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over MgSO4 and evaporated in vacuo. The residue was purified by preparative TLC (50% ethyl acetate/isohexane) to give the title compound (64 mg, 50%). 1H NMR (500 MHz, CDCl3) δ 7.91–7.89 (2H, m), 7.40–7.34 (1H, m), 7.27–7.23 (2H, m), 6.90 (1H, t, J=8.2 Hz), 6.79 (1H, t, J=9.5 Hz), 5.70–5.58 (1H, m), 3.49 (2H, q, J=7.4 Hz), 3.38–3.36 (2H, m), 2.95 (2H, q, J=6.7 Hz), 2.90–2.70 (3H, m); m/z (ES+) 388 (M+H)+.

1. additionwas added dropwise and after 30 minutes the cooling bath
2. customwas removed
3. customthe reaction was quenched with saturated aqueous sodium hydrogencarbonate solution
4. extractionextracted with dichloromethane
5. washThe combined organic layers were washed with water and brine
6. dry with materialdried over MgSO4
7. customevaporated in vacuo
8. customThe residue was purified by preparative TLC (50% ethyl acetate/isohexane)