Methyl iodide → 2,6-Difluoro-3-(methylsulfonyl)benzoic acid

HRID 2251224Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2251224
[C:1](=O)([O-])[O-].[Na+].[Na+].[F:7][C:8]1[C:16]([S:17]([OH:19])=[O:18])=[CH:15][CH:14]=[C:13]([F:20])[C:9]=1[C:10]([OH:12])=[O:11].CI>CO.O>[F:7][C:8]1[C:16]([S:17]([CH3:1])(=[O:19])=[O:18])=[CH:15][CH:14]=[C:13]([F:20])[C:9]=1[C:10]([OH:12])=[O:11]

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 10340Sodium CarbonateHCID 690401022,6-Difluoro-3-sulfino-benzoic acid

Produkt 1

HCID 431409352,6-Difluoro-3-(methylsulfonyl)benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A suspension of 18 mmol sodium carbonate and 9 mmol 2,6-Difluoro-3-sulfino-benzoic acid in 30 ml of methanol was stirred at room temperature for 30 min, then heated to 60° C. 24 mmol of methyl iodide were added and the reaction mixture heated overnight at 60° C. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was discarded and the aqueous phase acidified by addition of concentrated hydrochloric acid. Extraction with ethyl acetate yielded the title compound as a slightly brownish solid. MS (m/e): 235.1 (M−H, 16%)

Aufarbeitung

  1. temperatureheated to 60° C
  2. temperaturethe reaction mixture heated overnight at 60° C
  3. extractionextracted with ethyl acetate
  4. additionthe aqueous phase acidified by addition of concentrated hydrochloric acid
  5. extractionExtraction with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-596366e8e0f54ea68f346dde260bd2cf
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07319099B2

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