Ethanol → Ethyl 2-chloro-4-hydroxybenzoate

HRID 1442478

Reaktionsgleichung

Reaktionsgleichung von HRID 1442478
[Cl:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH2:17](O)[CH3:18]>O>[CH2:17]([O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([OH:11])=[CH:10][C:2]=1[Cl:1])[CH3:18]

Komponenten

5

Edukt 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 918212-Chloro-4-hydroxybenzoic acid

Produkt 1

HCID 19981058Ethyl 2-chloro-4-hydroxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A solution consisting of 34.5 g (200 mmol) of 2-chloro-4-hydroxy-benzoic acid, 5 mL of concentrated sulfuric acid and 400 mL of ethanol was refluxed for 18 hours. 1.2 L of water were added to the resulting mixture followed by extraction with 1.5 L of methylene chloride. The mixture was then washed with aqueous sodium bicarbonate solution and water and dried with magnesium sulfate followed by distilling off the solvent. The residue was recrystallized from hexane/ethyl acetate to obtain 20.4 g of a light orange solid.

Aufarbeitung

  1. temperaturewas refluxed for 18 hours
  2. extractionfollowed by extraction with 1.5 L of methylene chloride
  3. washThe mixture was then washed with aqueous sodium bicarbonate solution and water
  4. dry with materialdried with magnesium sulfate
  5. distillationby distilling off the solvent
  6. customThe residue was recrystallized from hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-22eabb4dce4d4a8ea018e7cf9cb24236
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07658979B2

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