2-[2-(9H-carbazol-1-ylamino)phenyl]propan-2-ol → 7,7-dimethyl-12,13-dihydro-7H-indolo[3,2-c]acridine

HRID 76380Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 76380
[C:1]1([NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21](O)([CH3:23])[CH3:22])[C:13]2[NH:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1>O>[CH3:22][C:21]1([CH3:23])[C:2]2[CH:3]=[CH:4][C:5]3[C:6]4[CH:7]=[CH:8][CH:9]=[CH:10][C:11]=4[NH:12][C:13]=3[C:1]=2[NH:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]1=2

Komponenten

3

Edukt 1

HCID 674045002-[2-(9H-carbazol-1-ylamino)phenyl]propan-2-ol

Produkt 1

HCID 674033727,7-dimethyl-12,13-dihydro-7H-indolo[3,2-c]acridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

63 g (200 mmol) of 2-[2-(9H-carbazol-1-ylamino)phenyl]propan-2-ol are initially introduced in 268 g (2734 mmol) of polyphosphoric acid under protective gas and cooled to 0° C. The mixture is subsequently stirred at 100° C. for 3 h and then cooled to room temperature. Water is added to the mixture with ice cooling, the mixture is extracted with ethyl acetate, and the solvent is removed in vacuo. The content of product according to 1H-NMR is about 96% with an overall yield of 53 g (90%).

Aufarbeitung

  1. temperaturecooled to room temperature
  2. extractionthe mixture is extracted with ethyl acetate
  3. customthe solvent is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6cee9cc7d498451f963df8108bf9e05c
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835626B2

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