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Ethylene Glycol → 2-(4-Nitrophenyl)-1,3-dioxolane

HRID 1097042
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인쇄 미리보기

반응식

HRID 1097042 반응식
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:12](O)[CH2:13][OH:14].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:8]2[O:14][CH2:13][CH2:12][O:9]2)=[CH:10][CH:11]=1)([O-:3])=[O:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 174Ethylene GlycolHCID 5414-NitrobenzaldehydeHCID 6101p-Toluenesulfonic acid

생성물 1

HCID 2667962-(4-Nitrophenyl)-1,3-dioxolane수율 92%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A stirred solution of p-nitrobenzaldehyde (101.5 g, 672 mmol), ethylene glycol (112 mL) and p-toluenesulfonic acid (12.8 g, 67.2 mmol) in toluene (800 mL) was heated in flask equipped with a Dean-Stark trap at 120° C. for 4 h. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. To the residue was added saturated aqueous sodium bicarbonate (800 mL) and this mixture was stirred at room temperature for 15 min. The resulting solid was isolated by filtration and dried under vacuum to give the title compound (121.8 g, 92% yield) as a yellow solid.

후처리

  1. customequipped with a Dean-Stark trap at 120° C. for 4 h
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. additionTo the residue was added saturated aqueous sodium bicarbonate (800 mL)
  4. customThe resulting solid was isolated by filtration
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-04158c5df1e44d559024361bd3cf6de2
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08138345B2

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