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Potassium Iodide → 9-bromo-13,13-dimethyl-6,11-diphenyl-13H-indeno[1,2-b]anthracene

HRID 40409
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 40409
[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:12]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(O)[C:11]3[CH:10]=[C:9]4[C:23]5[C:28]([C:29]([CH3:31])([CH3:30])[C:8]4=[CH:7][C:6]=3[C:5]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)(O)[C:4]=2[CH:3]=1)=[CH:27][CH:26]=[CH:25][CH:24]=5.[I-].[K+].[PH2]([O-])=O.[Na+]>C(O)(=O)C>[Br:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:6]3[CH:7]=[C:8]4[C:29]([CH3:30])([CH3:31])[C:28]5[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=5)[C:9]4=[CH:10][C:11]=3[C:12]=2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 4875Potassium IodideHCID 673867679-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diolHCID 178527019HCID 178527019, Verbindung

Produkt 1

HCID 866572049-bromo-13,13-dimethyl-6,11-diphenyl-13H-indeno[1,2-b]anthraceneAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176
Acetic Acid
Lösungsmittel

Versuchsvorschrift

9-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (4.19 g, 0.0075 mol), potassium iodide (12.45 g, 0.075 mol), and sodium hypophosphite (6 g, 0.037 mol) were placed in a flask, and were suspended in acetic acid (200 ml). The reaction mixture was stirred for five hours while heating. After the reaction was terminated, the reaction solution was added to an excess of distilled water. The resultant solid was washed with distilled water, filtered, and purified by column chromatography to give 9-bromo-13,13-dimethyl-6,11-diphenyl-13H-indeno[1,2-b]anthracene (2.9 g, yield=74%).

Aufarbeitung

  1. temperaturewhile heating
  2. customAfter the reaction was terminated
  3. additionthe reaction solution was added to an excess of distilled water
  4. washThe resultant solid was washed with distilled water
  5. filtrationfiltered
  6. custompurified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-325e201e805644599f1aa2cb08829680
Quelldatensatz
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08525158B2

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