Pyridine → 1-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethane-1,2-dione

HRID 1452508

Reaktionsgleichung

Reaktionsgleichung von HRID 1452508
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])=[O:10])=[CH:4][CH:3]=1.C1C=C[NH+]=CC=1.[O-:25][Cr](Cl)(=O)=O.N1C=CC=CC=1>ClCCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:25])[C:9]([C:11]2[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=2[Cl:18])=[O:10])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 219848672-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)ethan-1-oneHCID 178418287HCID 178418287, Verbindung

Produkt 1

HCID 220660771-(4-Chlorophenyl)-2-(2,4-dichlorophenyl)ethane-1,2-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

2-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)ethanone (2.7 g, 9.01 mmol) was dissolved in 1,2-dichloroethane (25 ml) and freshly made PCC (3.89 g, 18.02 mmol), pyridine (1.43 g, 18.02 mmol) and molecular sieves were added. The reaction mixture was refluxed under inert atmosphere overnight. The solution was cooled to 25° C., filtered through Silica and then solvent was evaporated under reduced pressure. The crude product (1.9 g, 66%) was used directly in the next step. 1H NMR (500 MHz) δ 7.97 (d, 2H), 7.84 (d, 1H), 7.52 (d, 2H), 7.46 (s, 1H), 7.44 (d, 1H).

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed under inert atmosphere overnight
  2. filtrationfiltered through Silica
  3. customsolvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-51ee4d950a064eb9828639cacff9be8e
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07473693B2

Verknüpfte Notizen

Wird geladen…