反应详情

温度

-78 °C

Combine 2-pyrrolidinone (2.85 g, 33.5 mmol) and tetrahydrofuran (70 mL). Cool to −78° C. using a dry-ice/acetone bath. Add a solution of potassium bis(trimethylsilyl)amide (67 mL, 0.5 M in toluene, 33.5 mol). After 45 minutes, add a solution of 3,4,5-trimethoxybenzyl mesylate (8.8 g, 32.02 mmol) in tetrahydrofuran (60 mL). After the addition of 3,4,5-trimethoxybenzyl mesylate is complete, heat to reflux. After 18 hours, cool the reaction mixture and partition between water and ethyl acetate. Separate the aqueous layer and extract 4 times with ethyl acetate. Dry the combined organic layers over Na2SO4, filter, and concentrate in vacuo to obtain a residue. Chromatograph the residue on silica gel eluting with ethyl acetate to give the title compound: Rf=0.35 (silica gel, ethyl acetate).

1. temperatureheat to reflux
2. waitAfter 18 hours
3. temperaturecool the reaction mixture
4. custompartition between water and ethyl acetate
5. customSeparate the aqueous layer
6. extractionextract 4 times with ethyl acetate
7. dry with materialDry the combined organic layers over Na2SO4
8. filtrationfilter
9. concentrationconcentrate in vacuo
10. customto obtain a residue