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Ethanolamine → N-(2-hydroxy-3-hexadecyloxypropyl)ethanolamine

HRID 1588363
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HRID 1588363 반응식
[CH2:1]([CH2:3][NH2:4])[OH:2].[CH2:5]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH:6]1[O:8][CH2:7]1>>[OH:8][CH:6]([CH2:5][O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:7][NH:4][CH2:3][CH2:1][OH:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 700EthanolamineHCID 61823Cetyl glycidyl ether

생성물 1

HCID 11078883N-(2-hydroxy-3-hexadecyloxypropyl)ethanolamine수율 63%

실험 절차

61.1 g (1.0 mol) of ethanolamine was introduced into a 200-ml four-necked flask equipped with a stirrer, a dropping funnel, a thermometer and a reflux condenser and heated to 60° to 70° C. under stirring. 24.3 g (0.082 mol) of hexadecyl glycidyl ether was added dropwise thereto over a period of 45 minutes. After the addition was completed, the resulting mixture was heated and stirred under the same conditions as those described above for additional two hours. Then unreacted ethanolamine was distilled off under reduced pressure (79 to 81° C./20 Torr). The residue was purified by silica gel flash column chromatography to thereby give 18.4 g of the compound (IIIa) at a yield of 63%. The data of the 1H-NMR of the obtained compound are as follows:

후처리

  1. customequipped with a stirrer, a dropping funnel
  • temperaturea thermometer and a reflux condenser and heated to 60° to 70° C.
  • additionAfter the addition
  • temperaturethe resulting mixture was heated
  • stirringstirred under the same conditions as
  • customthose described above for additional two hours
  • distillationThen unreacted ethanolamine was distilled off under reduced pressure (79 to 81° C./20 Torr)
  • customThe residue was purified by silica gel flash column chromatography
  • 출처 및 근거

    ORD 기록
    ord-68730badb9c940ed97e9fa2ce447c2a5
    출처 데이터셋
    uspto-grants-1993_06
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US05221757

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