반응 #165236

반응 방정식

3,4-Difluorobenzaldehyde

N,N-dimethylformamide

2-(hydroxymethyl)-pyridine

sodium hydride

→

title compound

수율 45.6%

3-Fluoro-4-(pyridin-2-ylmethoxy)-benzaldehyde

수율 45.6%

용매

Water

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 20 minutes at room temperature
2. 2
   추출which was then extracted with ethyl acetate
3. 3
   세척The organic layer was washed with saturated aqueous sodium chloride
4. 4
   기타the solvent was evaporated under a reduced pressure
5. 5
   기타The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:1→2:1)

실험 절차

To an N,N-dimethylformamide (40.0 mL) solution of 2-(hydroxymethyl)-pyridine (3.00 g, 27.5 mmol) was added sodium hydride (1.00 g, 25.0 mmol, 60% in oil) under nitrogen atmosphere at 0° C., which was stirred for 20 minutes at room temperature. 3,4-Difluorobenzaldehyde (4.69 g, 33.0 mmol) was then added at 0° C., and stirred for 20 minutes at room temperature. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=1:1→2:1) to obtain the title compound (2.90 g, 45.6%).

출처