Ethanol → 4,6-Dibromo-3-fluoro-2-methylbenzoic acid

HRID 1286Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1286
[CH3:1][C:2]1[C:11]([F:12])=[C:10]([Br:13])[CH:9]=[C:8]([Br:14])[C:3]=1[C:4]([O:6]C)=[O:5].C(O)C.[OH-].[Na+]>O>[CH3:1][C:2]1[C:11]([F:12])=[C:10]([Br:13])[CH:9]=[C:8]([Br:14])[C:3]=1[C:4]([OH:6])=[O:5]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 189744684,6-Dibromo-3-fluoro-2-methyl-benzoic acid methylester

Produkt 1

HCID 146512824,6-Dibromo-3-fluoro-2-methylbenzoic acidAusbeute 84,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To methyl 2-methyl-3-fluoro-4,6-dibromobenzoate (75.5 g) are added ethanol (460 ml) and 10% aqueous solution of sodium hydroxide (460 ml) and the mixture is refluxed for 2 hours. After cooling, the reaction mixture is diluted with water and extracted with diethyl ether. The aqueous layer is made acidic with conc. hydrochloric acid and extracted with diethyl ether. The solvent is concentrated to give 2-methyl-3-fluoro-4,6-dibromobenzoic acid (61 g), m.p. 144°-146° C.

Aufarbeitung

  1. temperaturethe mixture is refluxed for 2 hours
  2. temperatureAfter cooling
  3. extractionextracted with diethyl ether
  4. extractionextracted with diethyl ether
  5. concentrationThe solvent is concentrated

Quellen und Nachweise

ORD-Eintrag
ord-1b1dfc28218048f1b96339ca5954f763
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723648

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