反应详情

温度

150 °C

A suspension of ethyl 3-hydroxy-4-methylbenzoate (3.60 g, 20 mmol) (from Example 6 supra) in anhydrous hydrazine (10 mL, 318 mmol) (Aldrich) was heated at reflux (150° C. bath temperature) for 3 hours. After cooling to room temperature, mixture was concentrated under reduced pressure to give a dry solid. This was suspended in xylene (50 mL) and concentrated under reduced pressure. Resulting solid was suspended in triethyl ortho-aceate (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 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, 60.0%).

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