Methanol → Benzoic acid, 5-chloro-2-hydroxy-, methyl ester

HRID 5874

Reaktionsgleichung

Reaktionsgleichung von HRID 5874
S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:14]=[C:10]([C:11]([OH:13])=[O:12])[C:9]([OH:15])=[CH:8][CH:7]=1.[CH3:16]O>>[Cl:5][C:6]1[CH:14]=[C:10]([C:11]([O:13][CH3:16])=[O:12])[C:9]([OH:15])=[CH:8][CH:7]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 94475-Chlorosalicylic AcidHCID 24386Thionyl Chloride

Produkt 1

HCID 77684Benzoic acid, 5-chloro-2-hydroxy-, methyl ester

Versuchsvorschrift

To a cold solution of 100 ml methanol is slowly added 100 ml thionyl chloride followed by 30 g of 5-chlorosalicylic acid. This is then refluxed overnight, the solvent removed and the residue dissolved in ether. The ether is washed with a sodium bicarbonate solution, water, dried over magnesium sulfate and evaporated to dryness to obtain methyl 5-chlorosalicylate which is used directly in the next step.

Aufarbeitung

  1. temperatureThis is then refluxed overnight
  2. customthe solvent removed
  3. dissolutionthe residue dissolved in ether
  4. washThe ether is washed with a sodium bicarbonate solution, water
  5. dry with materialdried over magnesium sulfate
  6. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-2e45f94245eb45bca513a2ee7f3e24bf
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05246942

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