Diethyl Ether → HCID 22482395, Verbindung

HRID 2181871Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2181871
[CH:1]1[C:14]2[C:5](=[N:6][CH:7]=[C:8]3[C:13]=2[CH:12]=[CH:11][CH:10]=[CH:9]3)[CH:4]=[CH:3][CH:2]=1.C[Li].[CH2:17](OCC)C.[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([S:30](Cl)(=[O:32])=[O:31])=[CH:26][C:25]=1[C:34]([F:37])([F:36])[F:35]>>[CH3:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([S:30]([N:6]2[CH:7]([CH3:17])[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14]3[CH:1]=[CH:2][CH:3]=[CH:4][C:5]2=3)(=[O:32])=[O:31])=[CH:26][C:25]=1[C:34]([F:37])([F:36])[F:35]

Komponenten

5

Edukt 4

HCID 3283Diethyl EtherHCID 9189PhenanthridineHCID 224823844-Methoxy-3-(trifluoromethyl)benzenesulfonyl chlorideHCID 178418348HCID 178418348, Verbindung

Produkt 1

HCID 22482395HCID 22482395, VerbindungAusbeute 44,2 %

Versuchsvorschrift

The title compound was prepared from phenanthridine (5.38 g, 30 mmol), 1.4 M methyllithium in diethyl ether (21.8 mL, 30.5 mmol), and 4-methoxy-3-(trifluoromethyl)benzenesulfonyl chloride (8.24 g, 30 mmol) according to the procedure and in the same manner as described in Example 1, step a. The crude product was purified by flash column chromatography on silica gel, eluting with a mixture of ethyl acetate-hexane (1:8) to yield 5-{[4-methoxy-3-(trifluoromethyl)phenyl]sulfonyl}-6-methyl-5,6-dihydrophenanthridine (5.75 g, 13.27 mmol, 44%) as a white solid;

Aufarbeitung

  1. customThe crude product was purified by flash column chromatography on silica gel
  2. washeluting with a mixture of ethyl acetate-hexane (1:8)

Quellen und Nachweise

ORD-Eintrag
ord-4918139372c842118bdaf3df54ea6932
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06894061B2

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