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Toluene → 5,8-Dimethyl-2-naphthaldehyde

HRID 1384068
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HRID 1384068 반응식
ClC1[C:7](=[O:8])[C:6]([C:9]#N)=[C:5](C#N)[C:4](=O)C=1Cl.[C:15]1([CH3:21])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.O1CCOC[CH2:23]1>>[CH3:21][C:15]1[CH:20]=[CH:19][C:18]([CH3:23])=[C:17]2[C:16]=1[CH:4]=[CH:5][C:6]([CH:7]=[O:8])=[CH:9]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 1140TolueneHCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 312751,4-Dioxane

생성물 1

HCID 144876095,8-Dimethyl-2-naphthaldehyde

실험 절차

In a nitrogen atmosphere, the obtained aldehyde (20.9 g) was dissolved in dioxane (300 ml). After adding dichlorodicyanobenzoquinone (50.9 g), the resultant mixture was heated under ref lux for 1.5 hr. Then, it was cooled to room temperature by allowing to stand followed by the addition of toluene (500 ml). The resulting precipitate was collected by filtration and washed with toluene several times. The filtrate was concentrated and the resulting crude product was purified by silica gel column chromatography to give 5,8-dimethyl-2-naphtaldehyde (10.3 g) as colorless crystals.

후처리

  1. filtrationThe resulting precipitate was collected by filtration
이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트
  • washwashed with toluene several times
  • concentrationThe filtrate was concentrated
  • customthe resulting crude product was purified by silica gel column chromatography
  • 출처 및 근거

    ORD 기록
    ord-6294218e16c246ea8157c401ff11b926
    출처 데이터셋
    uspto-grants-2001_07
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US06258811B1

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