Reaktion #1195

ord-47ed777a87bd4c2eaf51117084ffdcc4

Reaktionsgleichung

NCCO
ethanolamine
CCO
ethanol
CCO
ethanol
CCCCOC(=O)CCCCCCCCCCCOCC1CO1
butyl 12-(2,3-epoxypropoxy)-dodecanate
CCCCOC(=O)CCCCCCCCCCCOCC(O)CNCCO
title compound
Ausbeute 55.4%
CCCCOC(=O)CCCCCCCCCCCOCC(O)CNCCO
butyl 12-[2-hydroxy-3-(2-hydroxyethylamino)propoxy]dodecanate
Ausbeute 55.4%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA 100-ml flask equipped with a stirrer
  2. 2
    workup.ADDITIONwas added to the reaction mixture
  3. 3
    Extraktionfollowed by extraction with chloroform
  4. 4
    EinengenThe resultant chloroform solution was concentrated under reduced pressure
  5. 5
    Sonstigethe resultant residue was purified by column chromatography on silica gel

Vorschrift

A 100-ml flask equipped with a stirrer and dropping funnel was charged with 23.7 g (250 mmol) of ethanolamine and 23.7 g of ethanol. While stirring the mixture at 80° C., an ethanol solution of 8.20 g (25 mmol) of butyl 12-(2,3-epoxypropoxy)-dodecanate was added dropwise over 1 hour. After completion of the reaction, water was added to the reaction mixture, followed by extraction with chloroform. The resultant chloroform solution was concentrated under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 5.40 g (yield: 55.4%) of the title compound (Ia-15).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723497uspto-grants-1998_03