반응 #331765

반응 방정식

diisopropyl azodicarboxylate

3-bromo-5-hydroxypyridine

benzyl alcohol

triphenylphosphine

→

title compound

수율 31.9%

3-Benzyloxy-5-bromo-pyridine

수율 31.9%

용매

THF

반응 조건

후처리

1. 1
   농축The reaction mixture is concentrated in vacuo
2. 2
   workup.ADDITIONThe residue is diluted with EtOAc
3. 3
   세척washed
4. 4
   기타dried under anhy
5. 5
   여과Na2SO4, filtered
6. 6
   농축concentrated
7. 7
   기타The residue is purified by flash chromatography (SiO2, 0-5% MeOH/CH2Cl2)

실험 절차

To a vial is added 3-bromo-5-hydroxypyridine (200 mg, 1.15 mmol), benzyl alcohol (137 mg, 1.27 mmol) and triphenylphosphine (332 mg, 1.27 mmol) in THF (5 ml) at 0° C., followed by the addition of diisopropyl azodicarboxylate (256 mg, 1.27 mmol). The reaction mixture is stirred at room temperature for 18 hours. The reaction mixture is concentrated in vacuo. The residue is diluted with EtOAc, washed with sat NaHCO3, water, brine, dried under anhy. Na2SO4, filtered and concentrated. The residue is purified by flash chromatography (SiO2, 0-5% MeOH/CH2Cl2) to afford title compound (97 mg); m/z 264.0, 266.0 [M, M+2H]

출처