反应详情

温度

0 °C

Dissolve [4-(2-azepan-1-yl-ethoxy)-phenyl]-[6-methoxy-2-(2,4,6-trifluoro-phenyl)-naphthalen-1-yl]-methanone (634 mg, 1.2 mmol) in dichloromethane (10 mL). Cool to 0° C., add HCl (2M in ether, 1.2 mL, 2.4 mmol) and stir at room temperature for 15 minutes. Concentrate in vacuo. Redissolve the salt in dichloromethane (10 mL) and cool to 0° C. Add boron tribromide (949 mg, 3.6 mmol) dropwise and bring to room temperature. Stir reaction for 1.5 hour and pour reaction mixture onto ice, saturated sodium bicarbonate (20 mL) and methanol (20 mL). Extract with dichloromethane, combine extracts and wash with water and saturated sodium bicarbonate. Dry with sodium sulfate, filter, and concentrate in vacuo. Purify by silica gel chromatography using a 1-3% gradient of methanol in dichloromethane to yield 350 mg (57%) of the title compound: mass spectrum (ion spray) m/z=520 (M+H).

1. concentrationConcentrate in vacuo
2. dissolutionRedissolve the salt in dichloromethane (10 mL)
3. temperaturecool to 0° C
4. custombring to room temperature
5. stirringStir
6. customreaction for 1.5 hour
7. additionpour
8. extractionExtract with dichloromethane
9. washwash with water and saturated sodium bicarbonate
10. dry with materialDry with sodium sulfate
11. filtrationfilter
12. concentrationconcentrate in vacuo
13. customPurify by silica gel chromatography