反応 #946

ord-8bc8a5b260b5493c8773ed6d142bea7c

反応方程式

[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
収率 32.5%
CC=CCC(N)(CC)CO
(+-)-2-Amino-2-ethylhex-4-en-1-ol
収率 32.5%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONWhen addition
  2. 2
    その他The organic phase was separated
  3. 3
    洗浄washed with brine
  4. 4
    その他dried
  5. 5
    その他evaporated in vacuo
  6. 6
    workup.DISTILLATIONThe residue was distilled

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05723458uspto-grants-1998_03