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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254215Generated: November 2, 2026

Phosphorus tribromide → 4-bromomethyl-1-tert-butyl-5-chloro-3-trifluoromethyl-1H-pyrazole

https://huagongshe.com/reaction/254215

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant(1-tert-butyl-5-chloro-3-trifluoromethyl-1H-pyrazol-4-yl)-methanolHCID 17862911—
SolventDiethyl EtherHCID 3283—
Product4-bromomethyl-1-tert-butyl-5-chloro-3-trifluoromethyl-1H-pyrazoleHCID 1786286887.7%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A solution of 9.2 g (35.7 mmoles) of (1-tert-butyl-5-chloro-3-trifluoromethyl-1H-pyrazol-4-yl)-methanol dissolved in 100 ml of diethyl ether was cooled to −10° C. Thereto was added 11.6 g (42.9 mmoles) of phosphorus tribromide. The mixture was stirred at room temperature overnight to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into ice water and extraction with diethyl ether was conducted. The resulting organic layer was washed with 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 10.0 g (yield: 87.3%) of 4-bromomethyl-1-tert-butyl-5-chloro-3-trifluoromethyl-1H-pyra-zole.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875606B2
Source datasetuspto-grants-2011_01
ORD IDord-d82068cb23084aaf9034fe3b3134116a
Source noteuspto-grants-2011_01