Reaktion #946

Reaktionsgleichung

NaOH

product

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

lithium aluminium hydride

→

desired product

Ausbeute 32.5%

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

Ausbeute 32.5%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONWhen addition
2. 2
   SonstigeThe organic phase was separated
3. 3
   Waschenwashed with brine
4. 4
   Sonstigedried
5. 5
   Sonstigeevaporated in vacuo
6. 6
   workup.DISTILLATIONThe residue was distilled

Vorschrift

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.

Quelle