反应详情

温度

60 °C

Sodium phenoxide was prepared by the reaction of phenol (250 mg, 2.7 mmol) and sodium hydride (60% in oil, 106 mg, 2.7 mmol) in dry THF (15 ml) at RT. The solvent was removed in vacuo and replaced with dry DMF (10 ml), 3,5-dichloro-4-(chloromethyl)-2-pyridinamine (300 mg, 1.2 mmol) was added and the mixture heated to 60° C. for 2.5 h. After cooling to RT, the reaction mixture was diluted with water (15 ml) and extracted with diethyl ether (4×15 ml). The combined ethereal extracts were washed with water and saturated brine, dried over MgSO4, then concentrated to a solid. This was crystallised from methylene chloride and hexane to give the title compound as a white solid (219 mg+2nd crop of 45 mg, 1.0 mmol):

1. customThe solvent was removed in vacuo
2. additionwas added
3. temperatureAfter cooling to RT
4. extractionextracted with diethyl ether (4×15 ml)
5. washThe combined ethereal extracts were washed with water and saturated brine
6. dry with materialdried over MgSO4
7. concentrationconcentrated to a solid
8. customThis was crystallised from methylene chloride and hexane