4-[1,1-Dimethyl-3-(2-quinolyl)-2-propynyloxy]benzonitrile → 2,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrile

HRID 1073962Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073962
[CH3:1][C:2]([CH3:24])([O:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=1)[C:3]#[C:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1>C1C(Cl)=CC=C(Cl)C=1>[CH3:1][C:2]1([CH3:24])[CH:3]=[C:4]([C:5]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]=2)[C:23]2[CH:22]=[C:19]([C:20]#[N:21])[CH:18]=[CH:17][C:16]=2[O:15]1

Komponenten

3

Edukt 1

HCID 198956464-[1,1-Dimethyl-3-(2-quinolyl)-2-propynyloxy]benzonitrile

Produkt 1

HCID 198956232,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrileAusbeute 36,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 46851,4-DichlorobenzeneLösungsmittel

Versuchsvorschrift

5.8 g of 4-[1,1-dimethyl-3-(2-quinolyl)-2-propynyloxy]benzonitrile were heated at reflux for 2 hours in 50 ml of dichlorobenzene. The mixture was allowed to cool to room temperature and was then evaporated to dryness. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:3) for the elution. The product was recrystallized from isopropanol to give 2.1 g of 2,2-dimethyl-4-(2-quinolyl)-2H-1-benzopyran-6-carbonitrile of melting point 102°-104° C.

Aufarbeitung

  1. customwas then evaporated to dryness
  2. customThe residue was chromatographed on silica gel
  3. washfor the elution
  4. customThe product was recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-6f4b64aea27f4f949bed3687e6d1688f
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971982

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