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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1772929Generated: October 26, 2026

Carbon tetrabromide → 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole

https://huagongshe.com/reaction/1772929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant(1,3-dimethyl-1H-pyrazol-5-yl)methanolHCID 2776363—
SolventTetrahydrofuranHCID 8028—
Product5-(Bromomethyl)-1,3-dimethyl-1H-pyrazoleHCID 5341657372.9%

Reaction Steps

CBr4 (4.7 g, 14.2 mmol) was added to a solution of (1,3-dimethyl-1H-pyrazol-5-yl)methanol (1.2 g, 9.5 mmol) and triphenylphosphine (3.7 g, 14.2 mmol) in THF (20 mL) at 0° C. and the resulting mixture was stirred for approximately 2 h at rt. After concentration in vacuo purification by column chromatography eluting with 2% EtOAc in hexane yielded the title compound (1.31 g, 6.93 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249160B2
Source datasetuspto-grants-2016_02
ORD IDord-adb57af00f0d4494848d5e1c0301e7e1
Source noteuspto-grants-2016_02