反应详情

To a solution of p-toluenesulfonylmethyl isocyanide (3.0 g, 15.36 mmol) and Thiophene-2-carboxaldehyde (1.72 g, 15.36 mmol) in methanol (45 mL) under N2 is added potassium carbonate (2.12 g, 15.36 mmol). The mixture is heated to reflux for 5 hr, then cooled and concentrated in vacuum (cold water bath). The residue is partitioned between ether (100 mL) and water (100 mL). The organic layer is washed with water (100 mL), dried over magnesium sulfate and then concentrated in vacuum. The residue is purified over 35 g silica gel, eluted with ethyl acetate: heptane (1:5) to afford 5-thiophen-2-yl-oxazole (0.852 g, 37%).

1. temperatureThe mixture is heated
2. temperatureto reflux for 5 hr
3. temperaturecooled
4. concentrationconcentrated in vacuum (cold water bath)
5. customThe residue is partitioned between ether (100 mL) and water (100 mL)
6. washThe organic layer is washed with water (100 mL)
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated in vacuum
9. customThe residue is purified over 35 g silica gel
10. washeluted with ethyl acetate: heptane (1:5)