Реакция #1201

ord-5d521726c64849569940c6f7bb84cf4f

Уравнение реакции

CCCCCCCCCCCCCCOCC1CO1
tetradecyl glycidyl ether
CCO
ethanol
NCC(=O)O
glycine
[Na+].[OH-]
NaOH
CCO
ethanol
Cl
hydrochloride
CCCCCCCCCCCCOCC(C)(O)CCNCCO
title compound
Выход 30.7%
CCCCCCCCCCCCOCC(C)(O)CCNCCO
4-(2-hydroxyethylamino)-1-dodecyloxy-2-methyl-2-butanol
Выход 30.7%

Условия реакции

Температура
80°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеA 300-ml two-necked flask equipped with a stirrer
  2. 2
    workup.DISTILLATIONAfter ethanol was distilled off under reduced pressure, methanol and hydrochloric acid
  3. 3
    workup.ADDITIONwas added to the mixture
  4. 4
    ЭкстракцияThe mixture was subjected to extraction with chloroform
  5. 5
    ЭкстракцияThe resultant extract
  6. 6
    Концентрированиеwas concentrated under reduced pressure
  7. 7
    Другоеthe residue was then purified by column chromatography on silica gel

Методика

A 300-ml two-necked flask equipped with a stirrer was charged with 7.51 g (0.1 mol) of glycine, 8.3 g (0.1 mol) of 48% NaOH and 200 ml of ethanol. While stirring the mixture at 80° C., an ethanol solution of 2.70 g (10 mmol) of tetradecyl glycidyl ether was added, and the resultant mixture was stirred for 3 hours. After ethanol was distilled off under reduced pressure, methanol and hydrochloric acid was added to the mixture to acidify it. The mixture was subjected to extraction with chloroform. The resultant extract was concentrated under reduced pressure, and the residue was then purified by column chromatography on silica gel, thereby obtaining 1.17 g (yield: 30.7%) of the title compound [(IIa-10) hydrochloride].

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723497uspto-grants-1998_03