反应 #1269838

ord-208da4c3a7d04dc4b4ededf4368c0617

反应方程式

C=CC(=O)OCC
ethyl acrylate
CCOC(=O)CN.Cl
ethyl glycinate hydrochloride
[Na+].[OH-]
sodium hydroxide
CCOC(=O)CCNCC(=O)OCC
Diethyl-2-azabutane-1,4-dicarboxylate

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他After 19 h the solution is partitioned with dichloromethane (3×100 mL)
  2. 2
    干燥The organic layer is dried with anhydrous sodium sulfate
  3. 3
    过滤filtered
  4. 4
    其他evaporated
  5. 5
    workup.DISTILLATIONThe residue is distilled
  6. 6
    其他to afford AA (28.8 g, 61%)

实验过程

A 4.7 M aqueous solution of sodium hydroxide (50 mL) is added into a stirred, ice-cooled solution of ethyl glycinate hydrochloride (32.19 g, 0.23 mole) in water (50 mL). Then, ethyl acrylate (23.1 g, 0.23 mole) is added and the mixture is stirred at room temperature until completion of the reaction is ascertained by TLC. After 19 h the solution is partitioned with dichloromethane (3×100 mL). The organic layer is dried with anhydrous sodium sulfate, filtered and evaporated. The residue is distilled to afford AA (28.8 g, 61%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08664193B2uspto-grants-2014_03