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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254227Generated: October 25, 2026

Water → 4-bromomethyl-5-fluoro-1-methyl-3-trifluoromethyl-1H-pyrazole

https://huagongshe.com/reaction/254227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus tribromideHCID 24614—
Reactant5-fluoro-1-methyl-3-(trifluoromethyl)-1H-pyrazole-4-carbaldehydeHCID 19754747—
SolventDiethyl EtherHCID 3283—
Product4-bromomethyl-5-fluoro-1-methyl-3-trifluoromethyl-1H-pyrazoleHCID 1786288980.8%

Reaction Conditions

Temperature-30 °C

Reaction Steps

A solution of 35.4 g (178.7 mmoles) of 5-fluoro-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde dissolved in 500 ml of diethyl ether was cooled to −30° C. Thereto was added 54.0 g (199.5 mmoles) of phosphorus tribromide. The mixture was stirred at room temperature for 12 hours to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was poured into water and extraction with diethyl ether was conducted. The resulting organic layer was washed with water and an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to reduced pressure distillation to remove the solvent contained therein, to obtain 31.4 g (yield: 80.8%) of 4-bromomethyl-5-fluoro-1-methyl-3-trifluoromethyl-1H-pyrazole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875606B2
Source datasetuspto-grants-2011_01
ORD IDord-12b692ea47794715a90e3cfe712967db
Source noteuspto-grants-2011_01