反应详情

Manganese (IV) dioxide (43.1 g) was added to a slight suspension of 2-(2-chloro-3-(hydroxymethyl)phenyl)ethanol [Aromatic Intermediate 11, step d] (18.5 g) in chloroform (500 mL), and the resulting suspension was heated at reflux for 2 h. The reaction mixture was cooled, filtered through Celite and the filter pad washed with DCM (3×300 mL). The combined washings and filtrate were evaporated and the residue purified by flash silica chromatography eluting with 3:1 to 1:1 isohexane:ethyl acetate gradient. The fractions containing product were combined and evaporated to give the titled compound as a white solid. Yield 12.00 g.

1. temperaturethe resulting suspension was heated
2. temperatureat reflux for 2 h
3. temperatureThe reaction mixture was cooled
4. filtrationfiltered through Celite
5. washthe filter pad washed with DCM (3×300 mL)
6. customThe combined washings and filtrate were evaporated
7. customthe residue purified by flash silica chromatography
8. washeluting with 3:1 to 1:1 isohexane
9. additionThe fractions containing product
10. customevaporated