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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214412Generated: October 26, 2026

Benzyl Bromide → 1-Benzyl-1H-pyrazole

https://huagongshe.com/reaction/2214412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactant4-IodopyrazoleHCID 77022—
SolventDimethylformamideHCID 6228—
Product1-Benzyl-1H-pyrazoleHCID 3546441—

Reaction Steps

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109180B2
Source datasetuspto-grants-2006_09
ORD IDord-94d7207121064285bf74c012fd369b71
Source noteuspto-grants-2006_09