Ethanol → HCID 15408136, Verbindung

HRID 1594249Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594249
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[O:18][C:19]([C:22]([OH:24])=[O:23])=[CH:20][CH:21]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[K].[CH2:26](O)[CH3:27].S(=O)(=O)(O)O>C1(C)C=CC=CC=1.O>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17]2[O:18][C:19]([C:22]([O:24][CH2:26][CH3:27])=[O:23])=[CH:20][CH:21]=2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 5462222PotassiumHCID 10925187HCID 10925187, Verbindung

Produkt 1

HCID 15408136HCID 15408136, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

52.4 g (0.15 mol) of 1-benzyl-3-(5-carboxy-2-furyl)indazole, potassium salt, were initially charged in 1250 ml of toluene, and after addition of 200 ml of abs. ethanol and 50 ml of conc. sulfuric acid the mixture was stirred under reflux on a water separator. After 3 hours, the mixture was concentrated using a rotary evaporator, the oil that remained was taken up in water/ethyl acetate and the aqueous phase was separated off. The organic phase was washed with water and 7.5% strength NaHCO3 solution, dried with sodium sulfate and concentrated. The residue was recrystallized from isopropanol. This gave 37.8 g (73%) of the title compound. m.p.: 98-99° C.

Aufarbeitung

  1. additionafter addition of 200 ml of abs
  2. concentrationthe mixture was concentrated
  3. customa rotary evaporator
  4. customthe aqueous phase was separated off
  5. washThe organic phase was washed with water and 7.5% strength NaHCO3 solution
  6. dry with materialdried with sodium sulfate
  7. concentrationconcentrated
  8. customThe residue was recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-a108e7f7a49c47a6a5335eb487b70695
Quelldatensatz
uspto-grants-2007_11
Patentnummer
US07300950B2

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