Sodium Hydroxide → HCID 58975120, Verbindung

HRID 736983Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 736983
[OH-].[Na+].C[O:4][C:5](=[O:27])[C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:15]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([CH:24]([CH3:26])[CH3:25])=[CH:16]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1>C1COCC1.C([O-])(O)=O.[Na+]>[CH:24]([C:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:15]([S:12]([C:9]2[CH:8]=[CH:7][C:6]([C:5]([OH:27])=[O:4])=[CH:11][CH:10]=2)(=[O:13])=[O:14])[CH:16]=1)([CH3:26])[CH3:25]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 58975020HCID 58975020, Verbindung

Produkt 1

HCID 58975120HCID 58975120, VerbindungAusbeute 89,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

Add five molar NaOH (1.5 mL 0.0075 mol) to a stirring solution of 4-(3-isopropyl-indole-1-sulfonyl)-benzoic acid methyl ester (0.230 g, 0.00061 mol) in THF (10.0 mL) at ambient temperature under N2. Stir the resulting mixture overnight Dilute with 5% NaHCO3 (75 mL) and extract with Et2O. Separate the aqueous layer and acidify with 37% HCl. Extract the resulting precipitate into EtOAc, wash with brine, dry (MgSO4), filter and evaporate giving 0.187 g of the title compound as an off white solid: Mass spectrum (m/e) (M−H) 342.0800; Found (M−H) 342.0802.

Aufarbeitung

  1. extractionextract with Et2O
  2. customSeparate the aqueous layer
  3. extractionExtract the resulting precipitate into EtOAc
  4. washwash with brine
  5. dry with materialdry (MgSO4)
  6. filtrationfilter
  7. customevaporate

Quellen und Nachweise

ORD-Eintrag
ord-85ac620044244813a8e06a1a4ce7d588
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595339B2

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