Hydrochloric Acid → 4-(4-Chlorophenyl)-2-oxobut-3-enoic acid

HRID 1032042

Reaktionsgleichung

Reaktionsgleichung von HRID 1032042
[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[O:3].[Na+].[OH-].[Na+].[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1.Cl>C(O)C>[Cl:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=[CH:4][C:2](=[O:3])[C:1]([OH:6])=[O:5])=[CH:13][CH:12]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 77264-ChlorobenzaldehydeHCID 14798Sodium HydroxideHCID 23662274Sodium pyruvate

Produkt 1

HCID 3674574-(4-Chlorophenyl)-2-oxobut-3-enoic acidAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

Sodium pyruvate (24.2 g, 0.22 moL) was added to a cold (0° C.) solution of 1N sodium hydroxide (200 mL) and ethanol (10 mL). p-Chlorobenzaldehyde (28.11 g, 0.20 moL) was then added, maintaining the temperature below 5° C. The reaction mixture was aged six hours at 0°-5° C. and then allowed to warm to 20° C. where it was aged an additional six hours to effect complete reaction. The mixture was cooled to -10° C. and the pH adjusted to 1.0 with cold 6N HCl. The p-chlorobenzalpyruvic acid product was then extracted with 800 mL ethyl acetate in 94% yield.

Aufarbeitung

  1. temperaturemaintaining the temperature below 5° C
  2. waitwas aged an additional six hours
  3. customreaction
  4. temperatureThe mixture was cooled to -10° C.
  5. extractionThe p-chlorobenzalpyruvic acid product was then extracted with 800 mL ethyl acetate in 94% yield

Quellen und Nachweise

ORD-Eintrag
ord-7afc625aec9e40b288fe40525353d684
Quelldatensatz
uspto-grants-1990_09
Patentnummer
US04956490

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