Réaction #1197

ord-2859afa0baa6419ab73c46a66ac9120c

Équation de réaction

CCCC[Si](C)(C)CCCCCCCCCCCOCC1CO1
11-(butyldimethylsilyl)undecyl glycidyl ether
NCCO
ethanolamine
N#N
N2
NCCO
ethanolamine
CCCC[Si](C)(C)CCCCCCCCCCCOCC(O)CNCCO
title compound
Rendement 73.3%
CCCC[Si](C)(C)CCCCCCCCCCCOCC(O)CNCCO
1-(2-hydroxyethylamino)-3-[11-(butyldimethylsilyl)undecyloxy]-2-propanol
Rendement 73.3%

Conditions de réaction

Température
80°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreA 100-ml two-necked flask equipped with a stirrer
  2. 2
    workup.DISTILLATIONwere distilled off under reduced pressure
  3. 3
    Autrethe resultant residue was purified by column chromatography on silica gel

Mode opératoire

A 100-ml two-necked flask equipped with a stirrer, dropping funnel and N2 inlet tube was charged with 4.58 g (75 mmol) of ethanolamine and 9.2 g of ethanol. The contents were heated to 80° C. with stirring in an N2 atmosphere, and an ethanol solution of 1.71 g (5 mmol) of 11-(butyldimethylsilyl)undecyl glycidyl ether was added dropwise to the contents over 1 hour. The resultant mixture was stirred further for 1 hour at 80° C. After completion of the reaction, ethanol and excess ethanolamine were distilled off under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 1.48 g (yield: 73%) of the title compound (Ia-18).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05723497uspto-grants-1998_03