تفاعل #1215

ord-4e7d6fabfea64e0cb15c31ea61de1db0

معادلة التفاعل

CCCCCCC(O)CCCCCCCCCCC(=O)OCC
ethyl 12-hydroxystearate
CC(O)NCCN
aminoethylaminoethanol
C[O-].[Na+]
sodium methoxide
N#N
N2
CCCCCCC(O)CCCCCCCCCCC(=O)NCCNCCO
title compound
CCCCCCC(O)CCCCCCCCCCC(=O)NCCNCCO
N-[2-(2-hydroxyethylamino)ethyl]-12-hydroxyoctadecanamide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA 30-ml two-necked flask equipped with a stirrer
  2. 2
    درجة الحرارةWhile heating
  3. 3
    أخرىAfter completion of the reaction
  4. 4
    أخرىformed
  5. 5
    أخرىwas purified by flash column chromatography on silica gel

الإجراء التجريبي

A 30-ml two-necked flask equipped with a stirrer and dropping funnel was charged with 2.08 g (20 mmol) of aminoethylaminoethanol and 0.054 g (1 mmol) of sodium methoxide. While heating and stirring the contents at 80° C. in an N2 atmosphere, a solution of 3.29 g (10 mmol) of ethyl 12-hydroxystearate in 10 ml of THF was added dropwise over 2 hours. The resultant mixture was stirred further for 13 hours at 80° C. under reduced pressure. After completion of the reaction, the reaction mixture was poured into 500 ml of water, and precipitate formed was purified by flash column chromatography on silica gel, thereby obtaining 2.85 g (yield: 74%) of the title compound (IIf-1).

المصدر

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