Acetic Acid → 5-Methanesulfonyl-1H-indole-2-carboxylic acid

HRID 349763

Reaktionsgleichung

Reaktionsgleichung von HRID 349763
C[O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:9][CH:8]=2)=[O:4].[Li+].[OH-].C(O)(=O)C>C1COCC1.O>[CH3:17][S:14]([C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][CH:9]=1)[NH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:13]2)(=[O:16])=[O:15]

Komponenten

6

Edukt 3

HCID 176Acetic AcidHCID 3939Lithium HydroxideHCID 735868Methyl 5-(methylsulfonyl)-1H-indole-2-carboxylate

Produkt 1

HCID 223944465-Methanesulfonyl-1H-indole-2-carboxylic acidAusbeute 23,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of the 5-methanesulfonyl-1H-indole-2-carboxylic acid methyl ester (0.49 g) in THF (12 mL) and water (4 ml) was added LiOH (0.098 g). The reaction mixture was left to stir for 2 hours. Acetic acid was added and the product extracted with dichloromethane. The organic extracts were combined, dried with magnesium sulfate, filtered and the filtrate evaporated to give the title compound as a solid (0.110 g).

Aufarbeitung

  1. waitThe reaction mixture was left
  2. extractionthe product extracted with dichloromethane
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-59bd6241b13b4cf58ff933b7a25a70c8
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179922B2

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