Sulfuric Acid → 2-(Acetyloxy)-5-chlorobenzoic acid

HRID 644392

Reaktionsgleichung

Reaktionsgleichung von HRID 644392
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:15]=[C:11]([C:12]([OH:14])=[O:13])[C:10]([OH:16])=[CH:9][CH:8]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>>[C:17]([O:16][C:10]1[CH:9]=[CH:8][C:7]([Cl:6])=[CH:15][C:11]=1[C:12]([OH:14])=[O:13])(=[O:19])[CH3:18]

Komponenten

4

Edukt 3

HCID 1118Sulfuric AcidHCID 7918Acetic AnhydrideHCID 94475-Chlorosalicylic Acid

Produkt 1

HCID 28208132-(Acetyloxy)-5-chlorobenzoic acidAusbeute 93 %

Versuchsvorschrift

Concentrated sulfuric acid (0.08 mL) was added slowly to a mixture of 5-chlorosalicylic acid (13.35 g, 77 mmol) and acetic anhydride (20 mL). After the reaction mixture was solidified, it was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was washed with n-hexane under suspension to give the title compound (15.44 g, 93.0%) as a white crystal.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe residue obtained by evaporation of the solvent under reduced pressure
  5. washwas washed with n-hexane under suspension

Quellen und Nachweise

ORD-Eintrag
ord-f31a00664c4e479686f57363ead5e31a
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700655B2

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