반응 #1269838

ord-208da4c3a7d04dc4b4ededf4368c0617

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타After 19 h the solution is partitioned with dichloromethane (3×100 mL)
  2. 2
    건조The organic layer is dried with anhydrous sodium sulfate
  3. 3
    여과filtered
  4. 4
    기타evaporated
  5. 5
    workup.DISTILLATIONThe residue is distilled
  6. 6
    기타to afford AA (28.8 g, 61%)

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08664193B2uspto-grants-2014_03