Reaktion #1206

ord-e403979772a141b9b46f8ea7de5203df

Reaktionsgleichung

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

Lösungsmittel

Reaktionsbedingungen

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

Aufarbeitung

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

Vorschrift

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).

Quelle

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