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

HRID 1073966Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073966
[CH3:1][C:2]([CH3:22])([O:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1)[C:3]#[C:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH3:12]>ClC1C=CC=CC=1Cl>[CH3:12][O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[C:4]1[C:21]2[CH:20]=[C:17]([C:18]#[N:19])[CH:16]=[CH:15][C:14]=2[O:13][C:2]([CH3:22])([CH3:1])[CH:3]=1

Komponenten

3

Edukt 1

HCID 198956454-[1,1-Dimethyl-3-(2-methoxyphenyl)-2-propynyloxy]benzonitrile

Produkt 1

HCID 198955864-(2-methoxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrileAusbeute 48,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 72391,2-DichlorobenzeneLösungsmittel

Versuchsvorschrift

0.99 g of 4-[1,1-dimethyl-3-(2-methoxyphenyl)-2-propynyloxy]benzonitrile was dissolved in 10 ml of 1,2-dichlorobenzene and heated at reflux for 1.5 hours. After cooling the solution was evaporated and the residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution. After recrystallization from petroleum ether (boiling point 60°-80° C.) there were obtained 480 mg of 4-(2-methoxyphenyl)-2,2-dimethyl-2H-1-benzopyran-6-carbonitrile of melting point 109°-111° C.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 1.5 hours
  3. temperatureAfter cooling the solution
  4. customwas evaporated
  5. customthe residue was chromatographed on silica gel
  6. washfor the elution
  7. customAfter recrystallization from petroleum ether (boiling point 60°-80° C.) there

Quellen und Nachweise

ORD-Eintrag
ord-4b11f7d6bccc4a2cb1e8bbaa02bb8e4d
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04971982

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