Reaktion #49023

ord-1dc586300d614963ad8e8f19dd483dfa

Reaktionsgleichung

CC(C)N
isopropylamine
CCOC(C)=NOCCC(=O)OC
3-(1-ethoxy-ethylideneaminooxy)-propanoic acid methyl ester
CC(C)N
isopropylamine
CCOC(C)=NOCCC(=O)NC(C)C
N-(2-isopropylcarbamoyl-ethoxy)-acetimidic acid ethyl ester
Ausbeute 13.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
55°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe mixture was stirred for 3 hours
  2. 2
    Sonstigea focused microwave synthesis system (Discover™, CEM) at 100 W
  3. 3
    EinengenThe reaction mixture was concentrated under reduced pressure
  4. 4
    Sonstigethe residue was purified by silica gel column chromatography

Vorschrift

To a known compound, 3-(1-ethoxy-ethylideneaminooxy)-propanoic acid methyl ester (CAS No. 97164-30-2, 300 mg, 1.585 mmol) were added methanol (3 ml) and isopropylamine (1.4 ml), and the mixture was stirred at 55° C. for 14 hours. Additional isopropylamine (1.0 ml) was added, and the mixture was stirred for 3 hours using a focused microwave synthesis system (Discover™, CEM) at 100 W. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give N-(2-isopropylcarbamoyl-ethoxy)-acetimidic acid ethyl ester (46 mg, 13% yield).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745663B2uspto-grants-2010_06