反应详情

温度

52 °C

This compound can also be made by the following procedure: To a stirred suspension of Zn powder (10 μm, 78.16 g, 1.2 mol) and dichlorodimethyl silane (154.30 g, 145.02 mL, 1.2 mol) in 500 mL of dichloroethane is added a solution of (4-chlorosulfonyl-2-methyl-phenoxy)-acetic acid ethyl ester (100 g, 0.34 mol) and 1,3-dimethylimidazolidin-2-one (116.98 g, 112.05 mL, 1.02 mol) in 1 L of DCE. Addition is at a rate so as to maintain the internal temperature at ˜52° C., cooling with chilled water as necessary. After addition is complete, the mixture is heated at 75° C. for 1 hour. It is then cooled to room temperature, filtered and concentrated iv. Add MTBE, washed twice with saturated LiCl solution concentrate iv again. Take up the residue in CH3CN, ish with hexane (4×) and concentrate iv to yield a biphasic mixture. Let stand in a separatory funnel and separate layers, keeping the bottom layer for product. Filtration through a plug of silica gel (1 Kg, 25% EtOAc/hexane) and subsequent concentration yielded 61 g (79%) of a clear, colorless oil.

1. additionAddition
2. additionAfter addition
3. temperaturethe mixture is heated at 75° C. for 1 hour
4. temperatureIt is then cooled to room temperature
5. filtrationfiltered
6. concentrationconcentrated iv
7. washAdd MTBE, washed twice with saturated LiCl solution
8. concentrationconcentrate iv again
9. concentrationish with hexane (4×) and concentrate iv
10. customto yield a biphasic mixture
11. customseparate layers
12. filtrationFiltration
13. concentrationthrough a plug of silica gel (1 Kg, 25% EtOAc/hexane) and subsequent concentration
14. customyielded 61 g (79%) of a clear, colorless oil