Reacción #1195

ord-47ed777a87bd4c2eaf51117084ffdcc4

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Temperatura
80°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05723497uspto-grants-1998_03