反应详情

To a mixture of (3-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}phenyl)methanol (8.0 g) and toluene (100 mL) was added thionyl chloride (4.00 g), and the mixture was heated under reflux for 2 hrs. The reaction mixture was concentrated and ethyl acetate was added to the residue. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (1:4, v/v) to give {4-[(3-chloromethylphenoxy)methyl]-2-(2-furyl)-5-methyl-1,3-oxazole as a colorless oil (8.40 g, yield 99%).

1. temperaturethe mixture was heated
2. temperatureunder reflux for 2 hrs
3. concentrationThe reaction mixture was concentrated
4. additionethyl acetate was added to the residue
5. washThe organic layer was washed successively with saturated aqueous sodium hydrogen carbonate and saturated brine
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated
8. washeluted with ethyl acetate-hexane (1:4, v/v)