تفاعل #331765

معادلة التفاعل

diisopropyl azodicarboxylate

3-bromo-5-hydroxypyridine

benzyl alcohol

triphenylphosphine

→

title compound

المردود 31.9%

3-Benzyloxy-5-bromo-pyridine

المردود 31.9%

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   تركيزThe reaction mixture is concentrated in vacuo
2. 2
   workup.ADDITIONThe residue is diluted with EtOAc
3. 3
   غسيلwashed
4. 4
   أخرىdried under anhy
5. 5
   ترشيحNa2SO4, filtered
6. 6
   تركيزconcentrated
7. 7
   أخرىThe residue is purified by flash chromatography (SiO2, 0-5% MeOH/CH2Cl2)

الإجراء التجريبي

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]

المصدر