反应详情

温度

0 °C

17 g (56.2 mmol) of 6-[3-(tert-butyldimethylsilanyloxy)phenyl]-2H-pyridazin-3-one, 11 g (56.2 mmol) of ethyl (3-hydroxymethylphenyl)carbamate and 14.7 g (56 mmol) of triphenylphosphine are dissolved in 100 ml of DMF and 400 ml of THF. Under a nitrogen atmosphere, the yellow solution is cooled to 0° C., and 4.1 ml (26 mmol) of diethyl azodicarboxylate are slowly added dropwise, and the reaction mixture is stirred at room temperature for 20 h. The yellow suspension is evaporated to dryness. Water is added to the residue, which is then extracted with ethyl acetate, dried over sodium sulfate, and the solvent is distilled off. The residue is stirred for 15 h with isopropanol, the resultant precipitate is filtered off with suction and rinsed with isopropanol. The residue is dried in vacuo (6.8 g), 150 ml of THF are added, and 5 g (61 mmol) of tetramethylammonium fluoride are added. The mixture is stirred at room temperature overnight. The reaction mixture is evaporated. The residue is taken up in ethyl acetate, and water is added. A solid precipitates out, which is filtered off with suction and discarded. The organic phase is separated off from the aqueous phase. The organic phase is washed again with saturated sodium chloride solution, dried over sodium sulfate and evaporated to dryness.

1. customThe yellow suspension is evaporated to dryness
2. additionWater is added to the residue, which
3. extractionis then extracted with ethyl acetate
4. dry with materialdried over sodium sulfate
5. distillationthe solvent is distilled off
6. stirringThe residue is stirred for 15 h with isopropanol
7. filtrationthe resultant precipitate is filtered off with suction
8. washrinsed with isopropanol
9. dry with materialThe residue is dried in vacuo (6.8 g), 150 ml of THF
10. additionare added
11. stirringThe mixture is stirred at room temperature overnight
12. customThe reaction mixture is evaporated
13. additionwater is added
14. customA solid precipitates out, which
15. filtrationis filtered off with suction
16. customThe organic phase is separated off from the aqueous phase
17. washThe organic phase is washed again with saturated sodium chloride solution
18. dry with materialdried over sodium sulfate
19. customevaporated to dryness