2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-(N-acetyl-N-methylamino)-12-methylene-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene

HRID 1758727

Reaktionsgleichung

Reaktionsgleichung von HRID 1758727
[C:1]([N:4]([CH:6]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[CH:11]([CH3:18])[C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]=2[CH2:8][CH2:7]1)[CH3:5])(=[O:3])[CH3:2].ClC1C(=O)C(C#N)=C(C#N)C(=O)C=1Cl>C1C=CC=CC=1>[C:1]([N:4]([CH:6]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[C:11](=[CH2:18])[C:10]2[CH:19]=[CH:20][CH:21]=[CH:22][C:9]=2[CH2:8][CH2:7]1)[CH3:5])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 67752,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 125337635-(N-Acetyl-N-methylamino)-12-methyl-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene

Produkt 1

HCID 125337645-(N-acetyl-N-methylamino)-12-methylene-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

5-(N-Acetyl-N-methylamino)-12-methyl-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene (10.5 g., 34 mmole), dichlorodicyanobenzoquinone (9.5 g. of 98%, 41 mmole) and 750 ml. of benzene were combined and heated at reflux under nitrogen for 3.5 hours. The mixture was cooled, washed four times with 1 M sodium hydroxide solution and twice with water, dried over potassium carbonate, treated with about 0.5 g. of decolorizing carbon, filtered, and evaporated in vacuo to give 10.5 g. of brown oil.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux under nitrogen for 3.5 hours
  3. temperatureThe mixture was cooled
  4. washwashed four times with 1 M sodium hydroxide solution
  5. dry with materialtwice with water, dried over potassium carbonate
  6. additiontreated with about 0.5 g
  7. filtrationof decolorizing carbon, filtered
  8. customevaporated in vacuo
  9. customto give 10.5 g

Quellen und Nachweise

ORD-Eintrag
ord-771b750f2e7f4924a32a9345176ba027
Quelldatensatz
uspto-grants-1983_02
Patentnummer
US04374838

Verknüpfte Notizen

Wird geladen…