Water → 2-[(2-oxopropyl)thio]benzoic acid

HRID 505670Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 505670
Cl[CH2:2][C:3](=[O:5])[CH3:4].[C:6]([OH:15])(=[O:14])[C:7]1[C:8](=[CH:10][CH:11]=[CH:12][CH:13]=1)[SH:9].C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C.C(OCC)(=O)C>[O:5]=[C:3]([CH3:4])[CH2:2][S:9][C:8]1[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=1[C:6]([OH:15])=[O:14]

Komponenten

7

Edukt 4

HCID 962WaterHCID 54432-Mercaptobenzoic AcidHCID 6571ChloroacetoneHCID 11430Potassium Carbonate

Produkt 1

HCID 24927392-[(2-oxopropyl)thio]benzoic acidAusbeute 63,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of chloroacetone (5.18 g, 55.99 mmol) in DMF (25 ml) were added thiosalicylic acid (8.63 g, 55.99 mmol) and potassium carbonate (7.74 g, 55.99 mmol), and the mixture was stirred at room temperature for 19 hours. To the reaction solution was added water and ethyl acetate and the mixture was separated by a separating funnel. The aqueous layer was acidified with 1N diluted hydrochloric acid (about pH 4) and extracted with ethyl acetate. Further the organic layer was washed with water and saturated brine and dried over anhydrous sodium sulfate. After filtration the solvent was removed in vacuo to give the subject compound (7.44 g, 63%).

Aufarbeitung

  1. customthe mixture was separated by a separating funnel
  2. extractionextracted with ethyl acetate
  3. washFurther the organic layer was washed with water and saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationAfter filtration the solvent
  6. customwas removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9e4b05bae5f043bdb611970b7fa5a15b
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781479B2

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