Réaction #946

Équation de réaction

NaOH

product

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

lithium aluminium hydride

→

desired product

Rendement 32.5%

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

Rendement 32.5%

Solvants

THF

THF

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONWhen addition
2. 2
   AutreThe organic phase was separated
3. 3
   Lavagewashed with brine
4. 4
   Autredried
5. 5
   Autreevaporated in vacuo
6. 6
   workup.DISTILLATIONThe residue was distilled

Mode opératoire

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.

Source