Potassium Carbonate → 3-(5'-Hydroxymethyl-2'-furyl)-1-benzylindazole

HRID 1275700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1275700
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[O:24][C:25]([C:28](OCC)=[O:29])=[CH:26][CH:27]=2)=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1>[CH2:7]([N:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:16]([C:23]2[O:24][C:25]([CH2:28][OH:29])=[CH:26][CH:27]=2)=[N:15]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 15408136HCID 15408136, VerbindungHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 57123-(5'-Hydroxymethyl-2'-furyl)-1-benzylindazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

2.06 g (54.6 mmol) of lithium aluminum hydride were initially charged in 250 ml of absolute THF, and a solution of 18.8 g (54.6 mmol) of 1-benzyl-3-(5-ethoxycarbonyl-2-furyl)indazole in 250 ml of THF was added dropwise. After 45 min the mixture was admixed with 25% strength potassium carbonate solution and stirred at RT for 30 min and the precipitate was filtered off with suction and washed with THF. The combined organic phases were concentrated using a rotary evaporator and the residue was recrystallized from isopropanol. This gave 11.0 g (67%) of the title compound. m.p.: 113-114° C.

Aufarbeitung

  1. filtrationthe precipitate was filtered off with suction
  2. washwashed with THF
  3. concentrationThe combined organic phases were concentrated
  4. customa rotary evaporator
  5. customthe residue was recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-5a94a0c7a725406894ca8220f99f40b3
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06162819

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