Acetophenone → 2-Phenylindeno[1,2,3-de]quinoline

HRID 1095204Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1095204
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].[NH2:10][C:11]1[C:23]2[C:22](=O)[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]=2[CH:14]=[CH:13][CH:12]=1.P([O-])(OC1C=CC=CC=1)(OC1C=CC=CC=1)=O>>[C:4]1([C:1]2[N:10]=[C:11]3[C:23]4=[C:22]([C:21]5[C:16]([C:15]4=[CH:14][CH:13]=[CH:12]3)=[CH:17][CH:18]=[CH:19][CH:20]=5)[CH:2]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

4

Edukt 3

HCID 7410AcetophenoneHCID 806641-Aminofluoren-9-oneHCID 3610038CID 3610038

Produkt 1

HCID 596214762-Phenylindeno[1,2,3-de]quinolineAusbeute 45 %

Versuchsvorschrift

In a round-bottomed flask, 9.0 mmol of acetophenone, 3.0 mmol of 1-amino-9-fluorenone (manufactured by Aldrich), and 1.5 mmol of diphenyl phosphate were placed, and the resultant mixture was irradiated with microwave (2,450 MHz) for 10 minutes under argon atmosphere. The reaction solution was cooled to room temperature, concentrated, and then separated and purified by silica gel column chromatography (eluant: dichloromethane and methanol), to give 2-phenylindeno[1,2,3-de]quinoline. The isolation yield was 45%.

Aufarbeitung

  1. concentrationconcentrated
  2. customseparated
  3. custompurified by silica gel column chromatography (eluant: dichloromethane and methanol)

Quellen und Nachweise

ORD-Eintrag
ord-dc1332d986424a7fa61f074dab5a0fcd
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08136974B2

Notizen zur Reaktion

Wird geladen…