反应 #946

ord-8bc8a5b260b5493c8773ed6d142bea7c

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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.

来源

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