تفاعل #1201

ord-5d521726c64849569940c6f7bb84cf4f

معادلة التفاعل

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

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA 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
    استخلاصThe mixture was subjected to extraction with chloroform
  5. 5
    استخلاصThe resultant extract
  6. 6
    تركيزwas concentrated under reduced pressure
  7. 7
    أخرىthe residue was then purified by column chromatography on silica gel

الإجراء التجريبي

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].

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723497uspto-grants-1998_03