反应详情

温度

150 °C

A suspension of ethyl 3-hydroxy-4-methylbenzoate (3.60 g, 20 mmol) in anhydrous hydrazine (10 mL, 318 mmol) (Aldrich) was heated at reflux (150° C. bath temperature) for 3 hours. After cooling to room temperature, the mixture was concentrated under reduced pressure to give a dry solid. This was suspended in xylene (50 mL) and concentrated under reduced pressure. The resulting solid was suspended in triethyl ortho-acetate (35 mL, 191 mmol) (Aldrich) and heated at reflux (150° C. bath temperature) for 20 hours with removal of ethanol. After cooling, dichloromethane was added and the solid was collected by filtration to give 2-methyl-5-(5-methyl-[1,3,4]oxadiazol-2-yl)-phenol as an off-white crystalline material. (Yield 2.28 g).

1. temperaturewas heated
2. temperatureAfter cooling to room temperature
3. concentrationthe mixture was concentrated under reduced pressure
4. customto give a dry solid
5. concentrationconcentrated under reduced pressure
6. temperatureheated
7. temperatureat reflux (150° C. bath temperature) for 20 hours
8. customwith removal of ethanol
9. temperatureAfter cooling
10. additiondichloromethane was added
11. filtrationthe solid was collected by filtration