反应详情

温度

60 °C

A solution of p-bromophenetole (40.2 g, 0.2 mol) in tetrahydrofuran is added dropwise to a stirred mixture of magnesium turnings (4.86 g, 0.2 mol) in tetrahydrofuran under nitrogen. After the addition is complete, the reaction mixture is stirred at 60° C. for 45 minutes, cooled to room temperature and added dropwise to a solution of dichlorodimethylsilane (25.8 g, 0.2 mol) in tetrahydrofuran while maintaining the temperature below -60° C. The resultant reaction mixture is stirred at -65° C. for 15 minutes, stirred overnight at room temperature, diluted with hexanes, filtered through a pad of diatomaceous earth, concentrated in vacuo, diluted with additional hexanes and filtered through a second pad of diatomaceous earth. The resultant filtrate is concentrated in vacuo to obtain a brown liquid which is distilled to give the title product as a clear liquid (22.2 g, bp 81°-87° C./0.4 mm Hg).

1. additionAfter the addition
2. temperaturecooled to room temperature
3. temperaturewhile maintaining the temperature below -60° C
4. customThe resultant reaction mixture
5. stirringis stirred at -65° C. for 15 minutes
6. stirringstirred overnight at room temperature
7. filtrationfiltered through a pad of diatomaceous earth
8. concentrationconcentrated in vacuo
9. additiondiluted with additional hexanes
10. filtrationfiltered through a second pad of diatomaceous earth
11. concentrationThe resultant filtrate is concentrated in vacuo
12. customto obtain a brown liquid which
13. distillationis distilled