تفاعل #1207

ord-70a4eebe93b24ba3bd4111e18405dbfa

معادلة التفاعل

[K+].[OH-]
KOH
CCCCCCCCC=CCCCCCCCC(=O)NCCO
N-(9-octadecenoyl)ethanolamine
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LiAlH4
N#N
N2
CCCCCCCCC=CCCCCCCCCNCCO
title compound
المردود 65.0%
CCCCCCCCC=CCCCCCCCCNCCO
2-(9-octadecenylamino)-1-ethanol
المردود 65.0%

الكواشف

لا شيء

ظروف التفاعل

درجة الحرارة
60°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىA 100-ml eggplant type flask equipped with a stirrer
  2. 2
    درجة الحرارةWhile heating
  3. 3
    أخرىthe resultant reaction mixture
  4. 4
    درجة الحرارةwas cooled to room temperature
  5. 5
    أخرىAfter a salt deposited was separated by filtration
  6. 6
    تركيزthe filtrate was concentrated under reduced pressure
  7. 7
    أخرىthe resultant residue was purified by column chromatography on silica gel

الإجراء التجريبي

A 100-ml eggplant type flask equipped with a stirrer was charged with 1.40 g (37.2 mmol) of LiAlH4 and 30 ml of tetrahydrofuran. While heating and stirring the contents at room temperature in an N2 atmosphere, a tetrahydrofuran solution of 1.67 g (5.12 mmol) of N-(9-octadecenoyl)ethanolamine was added dropwise over 10 minutes. After the mixture was heated to 60° C. and stirred for 16 hours, the resultant reaction mixture was cooled to room temperature, and 14 g of 5% aqueous KOH. After a salt deposited was separated by filtration, the filtrate was concentrated under reduced pressure, and the resultant residue was purified by column chromatography on silica gel, thereby obtaining 0.96 g (yield: 65%) of the title compound (IIc-6).

المصدر

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