Реакция #417981

Уравнение реакции

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

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   workup.STIRRINGAfter the mixture has been stirred at room temperature for 1 hour
2. 2
   ДругоеThe precipitate formed
3. 3
   Фильтрацияis filtered off with suction
4. 4
   Промывкаwashed a number of times with dichloromethane
5. 5
   СушкаThe filtrate is dried over sodium sulfate
6. 6
   Другоеevaporated
7. 7
   ДругоеThe residue is recrystallised from a mixture of isopropanol/ether
8. 8
   Другое=1.67 min (method A)

Методика

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).

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