Dimethylformamide → 1-(3-Cyano-4-oxo-4H-1-benzopyran-6-yl)ethyl acetate

HRID 2083227Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2083227
Br[CH:2]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH:11]=[C:10]([C:13]#[N:14])[C:9](=[O:15])[C:8]=2[CH:16]=1)[CH3:3].[C:17]([O-:20])(=[O:19])[CH3:18].[Na+].CN(C)C=O>O>[C:17]([O:20][CH:2]([C:4]1[CH:5]=[CH:6][C:7]2[O:12][CH:11]=[C:10]([C:13]#[N:14])[C:9](=[O:15])[C:8]=2[CH:16]=1)[CH3:3])(=[O:19])[CH3:18]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 517045Sodium AcetateHCID 203582246-(1-Bromoethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile

Produkt 1

HCID 203582201-(3-Cyano-4-oxo-4H-1-benzopyran-6-yl)ethyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

A mixture of 5.56 parts of 6-(1-bromoethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile, 1.640 parts of anhydrous sodium acetate and 8 parts by volume of dimethylformamide is heated at 70° C under stirring for 50 minutes. After cooling, the reaction mixture is poured into 100 parts by volume of water to give precipitates, which are collected and recrystallized from ethanol and subsequently ethyl acetate. The procedure yields 2.90 parts of 6-(1-acetoxy-ethyl)-4-oxo-4H-1-benzopyran-3-carbonitrile. Melting point: 148°-149° C

Aufarbeitung

  1. temperatureAfter cooling
  2. customto give
  3. customprecipitates
  4. customwhich are collected
  5. customrecrystallized from ethanol and subsequently ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-1f04cdfe96ca4084b6c7976e3ff36443
Quelldatensatz
uspto-grants-1978_04
Patentnummer
US04085116

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