Benzyl Bromide → 1-Benzyl-1H-pyrazole

HRID 2214412Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2214412
I[C:2]1[CH:3]=[N:4][NH:5][CH:6]=1.[H-].[Na+].[CH2:9](Br)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CN(C=O)C>[CH2:9]([N:4]1[CH:3]=[CH:2][CH:6]=[N:5]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 770224-Iodopyrazole

Produkt 1

HCID 35464411-Benzyl-1H-pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 4-iodopyrazole (400 mg, 2 mmol) in DMF(4 mL) at 0 C was added sodiumhydride (80 mg, 60% dispersion in mineral oil, 2 mmol) followed by benzyl bromide (342 mg, 2 mmol) and reaction mixture was allowed to stir for 2 h. Reaction mixture was concentrated in vacuo and the residue was purified by column chromatography to give N-benzylpyrazole in almost quantitative yield. 1H NMR 5.29 (s, 2H), 7.18–7.28 (m,2H), 7.28–7.40 (m, 4H), 7.53 (s, 1H).

Aufarbeitung

  1. customReaction mixture
  2. concentrationwas concentrated in vacuo
  3. customthe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-94d7207121064285bf74c012fd369b71
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109180B2

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