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Toluene → 5,8-Dimethyl-2-naphthaldehyde

HRID 278039
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 278039
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
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 3

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

Produkt 1

HCID 144876095,8-Dimethyl-2-naphthaldehyde

Versuchsvorschrift

Under nitrogen atmosphere, 20.9 g of this crude aldehyde was dissolved in 300 ml of dioxane, followed by the addition of 50.9 g of dichlorodicyanobenzo-quinone. The resulting mixture was heated under reflux for 1.5 hours and cooled to room temperature by allowing to stand. Then, 500 ml of toluene was added to the resulting mixture to thereby form a precipitate. The resulting precipitate-containing mixture was filtered and the filter cake was washed with toluene several times. The filtrate was concentrated and the resulting crude product was purified by silica gel column chromatography to give 10.3 g of the title compound as colorless crystals.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. customto thereby form a precipitate
  4. additionThe resulting precipitate-containing mixture
  5. filtrationwas filtered
  6. washthe filter cake was washed with toluene several times
  7. concentrationThe filtrate was concentrated
  8. customthe resulting crude product was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4a4533d2f441461eb30254da33fee959
Quelldatensatz
uspto-grants-2002_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06358995B1

Notizen zur Reaktion

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