Reaktion #52550

ord-492c50c29e404c1ca0b09917d84bc638

Reaktionsgleichung

BrCc1ccccc1
benzyl bromide
Ic1cn[nH]c1
4-iodopyrazole
[H-].[Na+]
sodiumhydride
c1ccc(Cn2cccn2)cc1
N-benzylpyrazole

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeReaction mixture
  2. 2
    Einengenwas concentrated in vacuo
  3. 3
    Sonstigethe residue was purified by column chromatography

Vorschrift

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 micture 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. IH NMR 5.29 (s, 2H), 7.18-7.28 (m, 2H), 7.28-7.40 (m, 4H), 7.53 (s, 1H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855818B2uspto-grants-2005_02