反应详情

A solution of m-chlorotoluene (25.3 g, 0.20 mol), 1,2-dibromoethane (2.18 g, 11.6 mmol) and THF (40 cm3) was added to magnesium turnings (5.35 g, 0.22 mol). The mixture was heated under reflux in an atmosphere of argon for 4 h, after which the heating bath was removed and trimethylchlorosilane (23.9 g, 0.22 mol) was added so that gently reflux was maintained. The mixture was stirred for another 30 min and then separated between 5% NaHCO3 (100 cm3) and dichloromethane (3×100 cm3). The organic extract was washed with brine and dried (MgSO4). The solvent was removed under reduced pressure affording the title compound (29.4 g, 89%) as a pale yellow liquid, which was used without purification in the next reaction. All spectroscopic data were identical to those reported in the literature (Eisenhut et al., ibid).

1. temperatureThe mixture was heated
2. temperatureunder reflux in an atmosphere of argon for 4 h
3. customafter which the heating bath was removed
4. temperaturethat gently reflux
5. temperaturewas maintained
6. customseparated between 5% NaHCO3 (100 cm3) and dichloromethane (3×100 cm3)
7. extractionThe organic extract
8. washwas washed with brine
9. dry with materialdried (MgSO4)
10. customThe solvent was removed under reduced pressure