Potassium tert-butoxide → 4-tert-butoxy-2,5-difluoro-N-(methylsulfonyl)benzamide

HRID 508426Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 508426
[F:1][C:2]1[CH:14]=[C:13](F)[C:12]([F:16])=[CH:11][C:3]=1[C:4]([NH:6][S:7]([CH3:10])(=[O:9])=[O:8])=[O:5].[CH3:17][C:18]([CH3:21])([O-:20])[CH3:19].[K+]>CS(C)=O.CCOC(C)=O.C(O)(=O)CC(CC(O)=O)(C(O)=O)O>[C:18]([O:20][C:13]1[C:12]([F:16])=[CH:11][C:3]([C:4]([NH:6][S:7]([CH3:10])(=[O:9])=[O:8])=[O:5])=[C:2]([F:1])[CH:14]=1)([CH3:21])([CH3:19])[CH3:17]

Komponenten

6

Edukt 2

HCID 23665647Potassium tert-butoxideHCID 580424352,4,5-trifluoro-N-(methylsulfonyl)benzamide

Produkt 1

HCID 580423914-tert-butoxy-2,5-difluoro-N-(methylsulfonyl)benzamideAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 311Citric AcidLösungsmittelHCID 679Dimethyl SulfoxideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 2,4,5-trifluoro-N-(methylsulfonyl)benzamide (Preparation 16, 1.50 g, 5.92 mmol) in DMSO (10 mL) at room temperature was added potassium t-butoxide (1.46 g, 13.0 mmol). After 18 hours the reaction mixture was diluted with EtOAc (30 mL) and 10% aqueous citric acid solution (15 mL). The pH of the aqueous layer was checked to ensure it was acidic. The organic layer was separated and washed with 10% aqueous citric acid solution (15 mL) and brine (15 mL), dried over magnesium sulphate, filtered and evaporated to yield the title compound as a cream solid (1.76 g, 97%).

Aufarbeitung

  1. customThe organic layer was separated
  2. washwashed with 10% aqueous citric acid solution (15 mL) and brine (15 mL)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2525ce6eb48548f09c04db469b802993
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09096500B2

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