反应详情

To 0.52 g (8.02 mmol) of 87% KOH and 0.15 g q-iodide in 6 ml 95% ethanol was added a solution of 3-hydroxy-5-methyl-2-nitropyridine (1.2 g, 7.79 mmol) in 25 ml of ethanol. To the resulting suspension of the potassium salt was added dropwise a solution of 2,6-dimethyl benzylchloride (1.24 g, 8.02 mmol) in 13 ml of ethanol. The reaction mixture was refluxed for 1 h. More 87% KOH (0.16 g) and 2,6-dimethylbenzylchloride (0.38 g) were added. The reaction mixture was refluxed for additional 70 min. The mixture was filtered and the inorganic salts were washed with ethanol and methylene chloride. The organic layer was evaporated in vacuo. The residue was dissolved in methylene chloride, washed with aqueous NaHCO3, dried and evaporated in vacuo. The residue was suspended in ether/isopropanol and filtered to give 1.72 g (81%) of the title compound.

1. temperatureThe reaction mixture was refluxed for 1 h
2. temperatureThe reaction mixture was refluxed for additional 70 min
3. filtrationThe mixture was filtered
4. washthe inorganic salts were washed with ethanol and methylene chloride
5. customThe organic layer was evaporated in vacuo
6. dissolutionThe residue was dissolved in methylene chloride
7. washwashed with aqueous NaHCO3
8. customdried
9. customevaporated in vacuo
10. filtrationfiltered