Reacción #946

Ecuación de reacción

NaOH

product

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

lithium aluminium hydride

→

desired product

Rendimiento 32.5%

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

Rendimiento 32.5%

Disolventes

THF

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONWhen addition
2. 2
   OtroThe organic phase was separated
3. 3
   Lavadowashed with brine
4. 4
   Otrodried
5. 5
   Otroevaporated in vacuo
6. 6
   workup.DISTILLATIONThe residue was distilled

Procedimiento

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.

Fuente