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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628534Generated: October 30, 2026

Trifluoroacetic acid → 5-Chloro-3-(4-methoxy-3-methylphenyl)-1,4-dimethyl-1H-pyrazole

https://huagongshe.com/reaction/628534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTrimethylsilaneHCID 70435—
Reactant5-Chloro-3-(4-methoxy-3-methylphenyl)-1-methyl-1H-pyrazole-4-carboxaldehydeHCID 118001280—
SolventWaterHCID 962—
Product5-Chloro-3-(4-methoxy-3-methylphenyl)-1,4-dimethyl-1H-pyrazoleHCID 11800132898.5%

Reaction Steps

At 0° C., a mixture of 5-chloro-4-formyl-3-(4-methoxy-3-methyl-phenyl)-1-methyl-1H-pyrazole (described in Reference Preparation example 91) 0.3 g and trifluoroacetic acid 10 ml was added trimethylsilane 0.27 g. The resulting mixture was stirred at room temperature for three hours, and thereto was added water 5 ml. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous magnesium sulfate, and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 5-chloro-3-(4-methoxy-3-methyl-phenyl)-1,4-dimethyl-1H-pyrazole 0.28 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09314023B2
Source datasetuspto-grants-2016_04
ORD IDord-89ee07d7c92b40e98ba3bad38672f47c
Source noteuspto-grants-2016_04