2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-Iodophenanthrene

HRID 68494Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 68494
[I:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:6][CH2:5][C:4]=2[CH:3]=1.ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>O1CCOCC1>[I:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=[CH:5][C:4]=2[CH:3]=1

Komponenten

4

Edukt 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 576345402-Iodo-9,10-dihydrophenanthrene

Produkt 1

HCID 123833792-IodophenanthreneAusbeute 78,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Under an argonatmosphere, 125 g of 2-iodo-9,10-dihydrophenanthrene, 98 g of 2,3-dichloro-5,6-dicyano-p-benzoquinone, and 1.2 L of 1,4-dioxane were added, and then the mixture was stirred for 24 hours under heating reflux. After having been cooled to room temperature, the reaction solution was concentrated. The residue was purified by silica gel column chromatography, and was then washed with methanol. Thus, 98 g of a white crystal were obtained (in 68% yield).

Aufarbeitung

  1. temperatureunder heating
  2. temperaturereflux
  3. concentrationthe reaction solution was concentrated
  4. customThe residue was purified by silica gel column chromatography
  5. washwas then washed with methanol

Quellen und Nachweise

ORD-Eintrag
ord-245af911a1244422b6976035c608e6bb
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822041B2

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