反应详情

A mixture of 4-bromobenzaldehyde (5.00 g), p-toluenesulfonylmethyl isocyanide (5.43 g) and potassium carbonate (5.60 g) in methanol (50 ml) was heated under reflux for 2 hours. After evaporation of solvent, ethyl acetate and saturated ammonium chloride solution were added. The organic layer was separated, washed with water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with a mixture of hexane and ethyl acetate (2:1) to give 5-(4-bromophenyl)oxazole as a pale yellow powder (5.77 g).

1. temperaturewas heated
2. temperatureunder reflux for 2 hours
3. customAfter evaporation of solvent, ethyl acetate and saturated ammonium chloride solution
4. additionwere added
5. customThe organic layer was separated
6. washwashed with water and brine
7. dry with materialdried over magnesium sulfate
8. customevaporated in vacuo
9. customThe residue was purified by silica gel column chromatography
10. washeluting with a mixture of hexane and ethyl acetate (2:1)