反应 #417981

反应方程式

ammonium chloride

diisobutylaluminium hydride

methyl 3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzoate

→

{3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]phenyl}methanol

溶剂

THF

THF

反应条件

后处理

1. 1
   workup.STIRRINGAfter the mixture has been stirred at room temperature for 1 hour
2. 2
   其他The precipitate formed
3. 3
   过滤is filtered off with suction
4. 4
   洗涤washed a number of times with dichloromethane
5. 5
   干燥The filtrate is dried over sodium sulfate
6. 6
   其他evaporated
7. 7
   其他The residue is recrystallised from a mixture of isopropanol/ether
8. 8
   其他=1.67 min (method A)

实验过程

138 ml of a 1 M solution of diisobutylaluminium hydride in THF are added dropwise with stirring to a solution, kept under nitrogen, of 9.5 g (27.5 mmol) of methyl 3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]benzoate in 180 ml of THF. After the mixture has been stirred at room temperature for 1 hour, 100 ml of a saturated aqueous ammonium chloride solution are added dropwise. The precipitate formed is filtered off with suction and washed a number of times with dichloromethane. The filtrate is dried over sodium sulfate and evaporated. The residue is recrystallised from a mixture of isopropanol/ether: {3-[5-(2-morpholin-4-ylethoxy)pyrimidin-2-yl]phenyl}-methanol as yellow crystals; m.p. 101-102°; ESI 316 (M+H); HPLC: Rt.=1.67 min (method A).

来源