反应详情

To a −78° C. solution of (6-methoxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester (3.81 g, 15.22 mmol) in dichloromethane (50 mL) is added boron tribromide (38.1 mL, 38.1 mmol) dropwise. The mixture is allowed to warm to room temperature and stirred for 16 hours. The mixture is cooled to 0° C. and quenched with water (100 mL). The organic layer is separated, and the aqueous layer is extracted with EtOAc (50 mL). The combined organic layers are dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product is purified by flash chromatography eluting with 30-40% EtOAc/Hexanes. The appropriate fractions are combined and concentrated under reduced pressure to afford the title compound (3.35 g, 93%). ES/MS m/e 237.0 (M+1); 235.0 (M−1).

1. temperatureThe mixture is cooled to 0° C.
2. customquenched with water (100 mL)
3. customThe organic layer is separated
4. extractionthe aqueous layer is extracted with EtOAc (50 mL)
5. dry with materialThe combined organic layers are dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe crude product is purified by flash chromatography
9. washeluting with 30-40% EtOAc/Hexanes
10. concentrationconcentrated under reduced pressure