Reacción #1201

ord-5d521726c64849569940c6f7bb84cf4f

Ecuación de reacción

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

Condiciones de reacción

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

Tratamiento posterior

  1. 1
    OtroA 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
    ExtracciónThe mixture was subjected to extraction with chloroform
  5. 5
    ExtracciónThe resultant extract
  6. 6
    Concentraciónwas concentrated under reduced pressure
  7. 7
    Otrothe residue was then purified by column chromatography on silica gel

Procedimiento

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].

Fuente

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