反应详情

A mixture of bromotriphenylethylene (14.143 g, 42.19 mmol), magnesium (903 mg, 37.2 mmol) and i-pentylether (100 cm3) was heated to reflux for 1.75 h. Heating was temporarily removed and 1 (14.00 g, 28.12 mmol) was added. The mixture was heated to reflux under nitrogen for 20 h and then allowed to cool. Hexane (100 cm3) was added and the mixture was allowed to stand for 30 min. The resultant precipitate was collected and washed with hexane. The solid was mixed with dichloromethane (200 cm3) and aqueous ammonium chloride (1 M, 200 cm3) and stirred until fully dissolved. The aqueous layer was separated and extracted with dichloromethane (3×30 cm3) and the combined organic layers washed with aqueous ammonium chloride (1 M, 100 cm3) and water (100 cm3), dried over anhydrous magnesium sulphate, filtered and the solvent removed. The residue was triturated with boiling ethanol, cooled and filtered to give 2 (16.34 g, 79%) as a white solid.

1. temperaturewas heated
2. temperatureto reflux for 1.75 h
3. temperatureHeating
4. customwas temporarily removed
5. temperatureThe mixture was heated
6. temperatureto reflux under nitrogen for 20 h
7. temperatureto cool
8. customThe resultant precipitate was collected
9. washwashed with hexane
10. additionThe solid was mixed with dichloromethane (200 cm3) and aqueous ammonium chloride (1 M, 200 cm3)
11. dissolutionuntil fully dissolved
12. customThe aqueous layer was separated
13. extractionextracted with dichloromethane (3×30 cm3)
14. washthe combined organic layers washed with aqueous ammonium chloride (1 M, 100 cm3) and water (100 cm3)
15. dry with materialdried over anhydrous magnesium sulphate
16. filtrationfiltered
17. customthe solvent removed
18. customThe residue was triturated with boiling ethanol
19. temperaturecooled
20. filtrationfiltered