Acetone → 4-(3-Oxobutenyl)-benzonitrile

HRID 38669

Reaktionsgleichung

Reaktionsgleichung von HRID 38669
[OH-].[Na+].[C:3]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=O)=[CH:7][CH:6]=1)#[N:4].Cl.[CH3:14][C:15]([CH3:17])=[O:16]>O>[C:3]([C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH:14][C:15](=[O:16])[CH3:17])=[CH:7][CH:6]=1)#[N:4]

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 660424-Cyanobenzaldehyde

Produkt 1

HCID 538903834-(3-Oxobutenyl)-benzonitrileAusbeute 49,25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
14 °C

Versuchsvorschrift

Water (150 ml) and 10% NaOH aqueous solution (4.5 ml) were added under vigorous stirring to a solution of 4-cyanobenzaldehyde (7.0 g, 80.6 mmol) in acetone (40 ml) and water(25 ml). The reaction mixture was stirred at 14° C. for 8 hr, after the reaction completed, the reaction mixture was neutralized with 6N hydrochloric acid to adjust pH=7-8.The precipitated separated solid was collected by filtration and dried, then recrystallized from anhydrous ethanol to give 4.8 g of crystals in needles, mp: 102-103° C., yield: 49.25%.

Aufarbeitung

  1. customThe precipitated separated solid
  2. filtrationwas collected by filtration
  3. customdried
  4. customrecrystallized from anhydrous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-ecc8e11949d745ed975edc16bd2e9197
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524744B2

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