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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971086Generated: October 27, 2026

Ammonium Chloride → 4-Ethinyl-1,5-dimethyl-3-(trifluoromethyl)-1h-pyrazole

https://huagongshe.com/reaction/971086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium tert-butoxideHCID 23665647—
Reactant4-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazoleHCID 85151240—
SolventTetrahydrofuranHCID 8028—
Product4-Ethinyl-1,5-dimethyl-3-(trifluoromethyl)-1h-pyrazoleHCID 1044246379%

Reaction Conditions

Temperature0 °C

Reaction Steps

1.27 g (5.67 mmol) of 4-(2-chloroethenyl)-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole from Example 1 are dissolved in 40 ml of dry THF and placed under a protective gas atmosphere. After cooling the reaction solution to 0° C., 1.91 (17.0 mmol) of potassium tert-butoxide are introduced and, after the addition is complete, the mixture is stirred at 20° C. for 3 hours. After the end of the reaction, a saturated ammonium chloride solution (25 ml) is added and the mixture is extracted twice with 30 ml each time of methylene chloride. The combined organic phases are dried over magnesium sulphate, the solvent is removed by distillation and 4-ethynyl-1,5-dimethyl-3-(trifluoromethyl)-1H-pyrazole is isolated as a microcrystalline solid in a yield of 79% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312350B2
Source datasetuspto-grants-2007_12
ORD IDord-39a38832c0b64342b84735591a9537eb
Source noteuspto-grants-2007_12