反应详情

Ethyl {[2-(4-methylphenyl)-2-oxoethyl]thio}acetate (12.2 g, 48.4 mmol) was dissolved in benzene (350 ml). 2,2-Dimethyl-1,3-propanediol (40.3 g, 0.387 mol) and p-toluene sulfonic acid (1 g) were added. The mixture was stirred at reflux in a Dean-Stark apparatus for two hours, cooled and concentrated under reduced pressure. CH2Cl2 was added and the organic phase was washed twice with brine and dried (MgSO4). Filtration and concentration under reduced pressure afforded a crude oil, which was purified by flash-chromatography (hexane:EtOAc 8:1) to afford 10.0 g (61%) of the title compound as a clear oil.

1. temperatureat reflux in a Dean-Stark apparatus for two hours
2. temperaturecooled
3. concentrationconcentrated under reduced pressure
4. additionCH2Cl2 was added
5. washthe organic phase was washed twice with brine
6. dry with materialdried (MgSO4)
7. filtrationFiltration and concentration under reduced pressure
8. customafforded a crude oil, which
9. customwas purified by flash-chromatography (hexane:EtOAc 8:1)