反应 #43324

反应方程式

toluene

diisobutylaluminium hydride

2-ethoxycarbonyl-5-difluoromethoxypyridine

sodium borohydride

Sodium sulfate decahydrate

→

title compound

收率 87.0%

5-difluoromethoxy-2-hydroxymethylpyridine

收率 87.0%

溶剂

THF

methanol

反应条件

后处理

1. 1
   workup.STIRRINGstirred at 0° C. for 30 minutes
2. 2
   workup.STIRRINGstirred overnight at room temperature
3. 3
   过滤Filtering the insoluble matter with Celite
4. 4
   浓缩the solvent was concentrated under reduced pressure
5. 5
   其他The residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=3:2-2:3)

实验过程

A toluene solution (13.8 mL, 13.8 mmols) of 1N diisobutylaluminium hydride was added to a THF solution (40 mL) of 2-ethoxycarbonyl-5-difluoromethoxypyridine (1.0 g, 4.6 mols) and stirred at 0° C. for 40 minutes. Successively sodium borohydride (174 mg, 4.6 mmols) and methanol (2 mL) were added and stirred at 0° C. for 30 minutes. Sodium sulfate decahydrate was added to the reaction liquid and stirred overnight at room temperature. Filtering the insoluble matter with Celite, the solvent was concentrated under reduced pressure. The residue was purified on silica gel column chromatography (C-300, hexane:ethyl acetate=3:2-2:3) to provide the title compound (738 mg, 87%).

来源