Reacción #1206

ord-e403979772a141b9b46f8ea7de5203df

Ecuación de reacción

NCCO
ethanolamine
CCCCCCCCCCCCCCOCC1OC1(C)C
1-tetradecyloxy-3-methyl-2-butene oxide
CCCCCCCCCCCCCCOCC(NCCO)C(C)(C)O
title compound
Rendimiento 58.0%
CCCCCCCCCCCCCCOCC(NCCO)C(C)(C)O
3-(2-hydroxyethylamino)-4-tetradecyloxy-2-methyl-2-butanol
Rendimiento 58.0%

Disolventes

Condiciones de reacción

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

Tratamiento posterior

  1. 1
    OtroA 100-ml two-necked flask equipped with a stirrer and a dropping funnel
  2. 2
    TemperaturaWhile heating
  3. 3
    TemperaturaAfter heating
  4. 4
    workup.STIRRINGstirring the mixture further for 16 hours
  5. 5
    Otrothe resultant reaction mixture
  6. 6
    Concentraciónwas concentrated under reduced pressure
  7. 7
    Otrothe resultant residue was purified by column chromatography on silica gel

Procedimiento

A 100-ml two-necked flask equipped with a stirrer and a dropping funnel was charged with 15.3 g (16.7 mmol) of ethanolamine and 5.0 g of ethanol. While heating and stirring the mixture at 80° C. in a nitrogen atmosphere, an ethanol solution of 5.00 g (16.7 mmol) of 1-tetradecyloxy-3-methyl-2-butene oxide was added dropwise over 3 hours. After heating and stirring the mixture further for 16 hours, the resultant reaction mixture was concentrated under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 3.47 g (yield: 58%) of the title compound (IIc-4).

Fuente

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