反应详情

To a solution of 2-chloro-3-methoxybenzaldehyde 7a (4.65 g, 27.3 mmol) and methyl (methylthio)methyl sulfoxide (4.3 mL, 43.9 mmol) in THF (25 mL) was added a 40% methanolic solution of Triton B (6.2 mL, 13.6 mmol) and the resulting solution was refluxed for 16 hours. After THF was removed, the residue was taken up in ethyl acetate, washed with 1 N HCl, H2O, and brine, then was dried over Na2SO4, and concentrated. Purification by column chromatography on silica gel with dichloromethane afforded 2-chloro-1-methoxy-3-[2-(methylsulfanyl)-2-(methylsulfinyl)vinyl]benzene 7b (3.61 g, 48%) as a yellow oil. GCMS (EI) m/z 225 (M+-Cl-16), 210 (M+-Cl-OMe).

1. temperaturethe resulting solution was refluxed for 16 hours
2. customAfter THF was removed
3. washwashed with 1 N HCl, H2O, and brine
4. dry with materialwas dried over Na2SO4
5. concentrationconcentrated
6. customPurification by column chromatography on silica gel with dichloromethane