Reaktion #1095846

ord-79c785bba81c462a9ad6d462521a90f8

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter 19 h the solution was partitioned with dichloromethane (3×100 mL)
  2. 2
    TrocknenThe organic layer was dried with anhydrous sodium sulfate
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigeevaporated
  5. 5
    workup.DISTILLATIONThe residue was distilled
  6. 6
    Sonstigeto afford AA (28.8 g, 61%)

Vorschrift

A 4.7 M aqueous solution of sodium hydroxide (50 mL) was 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) was added and the mixture was stirred at room temperature until completion of the reaction was ascertained by TLC. After 19 h the solution was partitioned with dichloromethane (3×100 mL). The organic layer was dried with anhydrous sodium sulfate, filtered and evaporated. The residue was distilled to afford AA (28.8 g, 61%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07973020B2uspto-grants-2011_07