2,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrile → HCID 19895666, Verbindung

HRID 1073964Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073964
[CH3:1][C:2]1([CH3:24])[CH:7]=[C:6]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[C:5]2[CH:18]=[C:19]([C:22]#[N:23])[CH:20]=[CH:21][C:4]=2[O:3]1>C(O)C.[Pd]>[CH3:1][C:2]1([CH3:24])[CH2:7][CH:6]([C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[N:9]=2)[C:5]2[CH:18]=[C:19]([C:22]#[N:23])[CH:20]=[CH:21][C:4]=2[O:3]1

Komponenten

4

Edukt 1

HCID 198956232,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrile

Produkt 1

HCID 19895666HCID 19895666, VerbindungAusbeute 65,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

624 mg of 2,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrile were shaken at room temperature under a hydrogen atmosphere in 25 ml of ethanol with 50 mg of 10% palladium-on-charcoal. After 4 hours the mixture was filtered and the filtrate was evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:2) for the elution. The product was recrystallized from isopropanol to give 410 mg of 3,4-dihydro-2,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrile of melting point 174°-176° C.

Aufarbeitung

  1. filtrationAfter 4 hours the mixture was filtered
  2. customthe filtrate was evaporated
  3. customThe residue was chromatographed on silica gel
  4. washfor the elution
  5. customThe product was recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-ca362b0a2a3f431196b878d3c7bf9492
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971982

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