反应详情

55% sodium hydride (1.30 g) was added under ice-cooling to a THF (87 ml) solution of tert-butyl 4-(hydroxymethyl)-3,6-dihydropyridine-1(2H)-carboxylate (5.77 g), and this suspension was stirred at room temperature for 30 minutes. After ice-cooling again, benzyl bromide (5.32 g) and tetrabutylammonium iodide (1.00 g) were added thereto and stirring was performed at room temperature for 3 hours. After adding a saturated ammonium chloride aqueous solution, extraction was performed with EtOAc. A residue which was obtained by washing with saturated brine, drying over anhydrous magnesium sulfate, and concentration was purified by silica gel column chromatography (EtOAc/hexane) to obtain tert-butyl 4-[(benzyloxy)methyl]-3,6-dihydropyridine-1(2H)-carboxylate (6.16 g).

1. temperatureAfter ice-cooling again
2. stirringstirring
3. waitwas performed at room temperature for 3 hours
4. additionAfter adding
5. extractiona saturated ammonium chloride aqueous solution, extraction
6. customA residue which was obtained
7. washby washing with saturated brine
8. dry with materialdrying over anhydrous magnesium sulfate, and concentration
9. customwas purified by silica gel column chromatography (EtOAc/hexane)