反应详情

Br2 (0.36 ml, 7.01 mmol) was added dropwise to a stirring solution of 1-(2,3-dihydro-benzofuran-6-yl)-ethanone (1.13 g, 6.97 mmol) in MeOH (20 mL) held at 0° C. The reaction mixture was slowly allowed to reach room temperature. After 3 h, the reaction was quenched by the addition of NaHCO3 (aq, saturated)(until pH=8). Most of the methanol was removed under reduced pressure and the residue was extracted twice with EtOAc (2×20 mL). The organic extracts were pooled, washed with brine (10 mL), dried over MgSO4 and concentrated under reduced pressure. The residue was purified by preparative HPLC using a gradient of 40-70% MeCN in a 0.1M ammonium acetate buffer as eluent. The fractions containing the desired product were pooled and most of the MeCN was removed under reduced pressure. The residue was extracted with EtOAc (2×20 mL) and the combined organic layers was washed with brine, dried over MgSO4 and concentrated. The obtained was finely washed MeOH to give the title compound.

1. customheld at 0° C
2. customto reach room temperature
3. customthe reaction was quenched by the addition of NaHCO3 (aq, saturated)(until pH=8)
4. customMost of the methanol was removed under reduced pressure
5. extractionthe residue was extracted twice with EtOAc (2×20 mL)
6. washwashed with brine (10 mL)
7. dry with materialdried over MgSO4
8. concentrationconcentrated under reduced pressure
9. customThe residue was purified by preparative HPLC
10. additionThe fractions containing the desired product
11. customwas removed under reduced pressure
12. extractionThe residue was extracted with EtOAc (2×20 mL)
13. washthe combined organic layers was washed with brine
14. dry with materialdried over MgSO4
15. concentrationconcentrated