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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 242427Generated: November 1, 2026

Water → 3-(2,3,4-Trimethoxy-6-methylbenzoyl)-4-trifluoromethyl-2-methoxy-5-methylpyridine

https://huagongshe.com/reaction/242427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-(2,3,4-Trimethoxy-6-methylbenzoyl)-5-bromo-4-trifluoromethyl-2-methoxypyridineHCID 23082607—
ReactantHCID 178477796HCID 178477796—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product3-(2,3,4-Trimethoxy-6-methylbenzoyl)-4-trifluoromethyl-2-methoxy-5-methylpyridineHCID 2308259897.1%

Reaction Steps

3.80 ml (3.80 mmol) of dimethylzinc (1.0 mol/l hexane solution) was dropwise added at 0° C. to a solution having 0.60 g (1.29 mmol) of 3-(2,3,4-trimethoxy-6-methylbenzoyl)-5-bromo-4-trifluoromethyl-2-methoxypyridine obtained in Step (d) and 0.10 g (0.09 mmol) of tetrakis(triphenylphosphine)palladium dissolved in 10 ml of tetrahydrofuran, and the temperature was increased naturally, followed by stirring at room temperature for 8 days. Water was added to terminate the reaction, and tetrahydrofuran was distilled off under reduced pressure. After extraction with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate and subjected to filtration, and the solvent was distilled off under reduced pressure. The crude product was purified by silica gel column chromatography to obtain 0.50 g (yield: 96%) of 3-(2,3,4-trimethoxy-6-methylbenzoyl)-4-trifluoromethyl-2-methoxy-5-methylpyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653113B2
Source datasetuspto-grants-2014_02
ORD IDord-ee7eeadfaf514d27991e43906c9c3a45
Source noteuspto-grants-2014_02