Sodium Hydroxide → 2,5-Dimethyl-3-furoic acid

HRID 844275

Reaktionsgleichung

Reaktionsgleichung von HRID 844275
[CH3:1][C:2]1[O:3][C:4]([CH3:12])=[CH:5][C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[O:3][C:4]([CH3:12])=[CH:5][C:6]=1[C:7]([OH:9])=[O:8]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 1414573-Furancarboxylic acid, 2,5-dimethyl-, ethyl ester

Produkt 1

HCID 694652,5-Dimethyl-3-furoic acidAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 3.2 g of ethyl 2,5-dimethylfuran-3-carboxylate, 35 ml of ethanol and 20 ml of 2 N sodium hydroxide was stirred at room temperature for 1.5 hours followed by heating under reflux for an hour. After the reaction mixture was allowed to cool to room temperature, it was concentrated under reduced pressure. The residue was dissolved in water and acidified with diluted sulfuric acid. Precipitated crystals were collected by filtration, washed with water and dried to give 2.27 g of 2,5-dimethylfuran-3-carboxylic acid in a 85% yield.

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux for an hour
  3. temperatureto cool to room temperature
  4. concentrationit was concentrated under reduced pressure
  5. dissolutionThe residue was dissolved in water
  6. customPrecipitated crystals
  7. filtrationwere collected by filtration
  8. washwashed with water
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e3a80f9624674176b0ed1b2286ce186f
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380247B2

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