Реакция #946

Уравнение реакции

NaOH

product

(+-)-Ethyl 2-amino-2-ethylhex-4-enoate

lithium aluminium hydride

→

desired product

Выход 32.5%

(+-)-2-Amino-2-ethylhex-4-en-1-ol

Выход 32.5%

Растворители

THF

THF

Условия реакции

Обработка

1. 1
   workup.ADDITIONWhen addition
2. 2
   ДругоеThe organic phase was separated
3. 3
   Промывкаwashed with brine
4. 4
   Другоеdried
5. 5
   Другоеevaporated in vacuo
6. 6
   workup.DISTILLATIONThe residue was distilled

Методика

A solution of the product from step (d) (116.7 g) in THF (100 ml) was added to a 1M solution of lithium aluminium hydride in THF (800 ml) at about 0° C. When addition was complete, the mixture was stirred overnight at room temperature, then 50% w/v aqu. NaOH (200 ml) was added. The organic phase was separated, washed with brine, dried and evaporated in vacuo. The residue was distilled to give the desired product as an oil (29.3 g). 1H NMR consistent with the proposed structure.

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