Citric Acid → 4-(3-chlorophenyl)sulfonylbenzoic acid

HRID 401662Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 401662
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.[Li+].[OH-].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>C1COCC1.CO.O>[Cl:19][C:15]1[CH:14]=[C:13]([S:10]([C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:20])=[O:2])=[CH:5][CH:6]=2)(=[O:11])=[O:12])[CH:18]=[CH:17][CH:16]=1

Komponenten

5

Edukt 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 59625905HCID 59625905, Verbindung

Produkt 1

HCID 3438084-(3-chlorophenyl)sulfonylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

A mixture of compound 31a (138 mg, 0.44 mmol) and LiOH (42 mg, 1.77 mmol) in THF/MeOH/H2O (2/2/2 mL) was stirred for 4 h. A 15% citric acid solution (10 mL) was added. The mixture was then extracted with EtOAc (3×). The combined organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The resultant residue, compound 31b (130 mg) was dried under reduced pressure for 18 h and used without further purification.

Aufarbeitung

  1. extractionThe mixture was then extracted with EtOAc (3×)
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. dry with materialThe resultant residue, compound 31b (130 mg) was dried under reduced pressure for 18 h
  7. customused without further purification

Quellen und Nachweise

ORD-Eintrag
ord-f2765e1c09d64e038c0a71a433c1ec6b
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08741887B2

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