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Nitrogen → 3,6,9,12-Tetraoxaeicosan-1-ol

HRID 704540
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인쇄 미리보기

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HRID 704540 반응식
[CH2:1]([OH:13])[CH2:2][O:3][CH2:4][CH2:5][O:6][CH2:7][CH2:8][O:9][CH2:10][CH2:11][OH:12].N#N.[OH-].[Na+].Br[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]>>[CH2:19]([O:12][CH2:11][CH2:10][O:9][CH2:8][CH2:7][O:6][CH2:5][CH2:4][O:3][CH2:2][CH2:1][OH:13])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]
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참가 물질

5

반응물 4

HCID 947Nitrogen2회HCID 81401-BromooctaneHCID 8200Tetraethylene GlycolHCID 14798Sodium Hydroxide

생성물 1

HCID 54143,6,9,12-Tetraoxaeicosan-1-ol

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온도
60 °C

실험 절차

Tetraethyleneglycol (1243 g, 6.40 mol) was heated at 100° C. for 30 minutes with stirring and vigorous N2 bubbling, then cooled to 60° C. A 50% NaOH solution (70.4 g, 0.88 mol) was added and the resulting solution was heated at 100°-105° C. for 30 minutes with N2 bubbling. The solution was cooled to 60° C., bromooctane (154 g, 0.80 mol) was added, and the reaction was heated at 100°-110° C. for 24 hours. The reaction solution was cooled, added to ice water and extracted twice with methylene chloride. The combined extracts were washed with 10% NaOH, water and brine; dried, treated with charcoal, and filtered through a thin silica gel pad. The solvent was removed in vacuo; the residual product (155 g, 63%) was a pale yellow oil.

후처리

  1. temperaturethe reaction was heated at 100°-110° C. for 24 hours
  2. temperatureThe reaction solution was cooled
  3. extractionextracted twice with methylene chloride
  4. washThe combined extracts were washed with 10% NaOH, water and brine
  5. customdried
  6. additiontreated with charcoal
  7. filtrationfiltered through a thin silica gel pad
  8. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-ac3b16678f6c49a0b2eeeca8d862309d
출처 데이터셋
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04988604

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