Tetrabutylammonium Fluoride → 1-benzyl-1H-pyrazol-4-ol

HRID 1003799Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1003799
[CH2:1]([N:8]1[CH:12]=[C:11]([O:13][Si](C(C)(C)C)(C)C)[CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH2:1]([N:8]1[CH:12]=[C:11]([OH:13])[CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 2724141Tetrabutylammonium FluorideHCID 22996265HCID 22996265, Verbindung

Produkt 1

HCID 6422181-benzyl-1H-pyrazol-4-olAusbeute 35 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1-Benzyl-4-t-butyldimethylsilyloxypyrazole (3.0 g, 10.4 mmol) was dissolved in THF (20 ml) and tetrabutylammonium fluoride (52 ml of 1M solution in THF) was added. The reaction was stirred overnight and the solvent removed in vacuo. The residue was dissolved in water and extracted into diethylether. The organics dried over sodium sulfate, and the ether removed in vacuo. The residue purified by column chromatography (silica gel, chloroform→2% methanol/chloroform) to yield product (0.63 g, 35%). MS

Aufarbeitung

  1. customthe solvent removed in vacuo
  2. dissolutionThe residue was dissolved in water
  3. extractionextracted into diethylether
  4. dry with materialThe organics dried over sodium sulfate
  5. customthe ether removed in vacuo
  6. customThe residue purified by column chromatography (silica gel, chloroform→2% methanol/chloroform)

Quellen und Nachweise

ORD-Eintrag
ord-e30411bb63e844f69ca17556e5a1936b
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046227

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