반응 #946

ord-8bc8a5b260b5493c8773ed6d142bea7c

반응 방정식

[Na+].[OH-]
NaOH
CC=CCC(N)(CC)C(=O)OCC
product
CC=CCC(N)(CC)C(=O)OCC
(+-)-Ethyl 2-amino-2-ethylhex-4-enoate
[Al+3].[H-].[H-].[H-].[H-].[Li+]
lithium aluminium hydride
CC=CCC(N)(CC)CO
desired product
수율 32.5%
CC=CCC(N)(CC)CO
(+-)-2-Amino-2-ethylhex-4-en-1-ol
수율 32.5%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONWhen addition
  2. 2
    기타The organic phase was separated
  3. 3
    세척washed with brine
  4. 4
    기타dried
  5. 5
    기타evaporated in vacuo
  6. 6
    workup.DISTILLATIONThe residue was distilled

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723458uspto-grants-1998_03