반응 #1006235

반응 방정식

2-Bromo-pyridine-3-carbaldehyde

3-phenyl-propyl magnesium bromide

→

title compound

1-(2-Bromo-pyridin-3-yl)-4-phenyl-butan-1-ol

용매

THF

반응 조건

후처리

1. 1
   workup.WAITat room temperature for 30 minutes
2. 2
   기타complete was quenched with 10 mL of NH4Cl (sat'd, aq.)
3. 3
   기타The crude material was purified on silica gel (0-100% EtOAc in hexanes)

실험 절차

2-Bromo-pyridine-3-carbaldehyde (1.25 g, 6.72 mmol) was dissolved in THF (10 mL) and cooled to 0° C. 3-phenyl-propyl magnesium bromide (0.5 M in THF, 20.2 mL, 10.08 mmol) was slowly added and the reaction stirred at 0° C. for 1 hour and then at room temperature for 30 minutes. The reaction was monitored by TLC and when complete was quenched with 10 mL of NH4Cl (sat'd, aq.). The volume of THF was reduced and the reaction was submitted to EtOAc/H2O workup. The crude material was purified on silica gel (0-100% EtOAc in hexanes) to give the title compound.

출처