Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640097Generated: October 25, 2026

Sodium Carbonate → 4-(3,5-Bis-trifluoromethyl-benzyl)-2-methylnitrobenzene

https://huagongshe.com/reaction/1640097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantAlpha-chloro-3-methyl-4-nitrotolueneHCID 87687—
Reactant3,5-Bis-trifluoromethylphenylboronic acidHCID 156265—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
Product4-(3,5-Bis-trifluoromethyl-benzyl)-2-methylnitrobenzeneHCID 5922950483.3%

Reaction Steps

A solution of 3-methyl-4-nitrobenzyl chloride (0.27 g), 3,5-bis-(trifluoromethyl)phenylboronic acid (0.45 g), tetrakis(triphenylphosfine)palladium (0.1 g) and sodium carbonate (0.48 g) in water (2 ml) and 1,2-dimethoxyethane (10 ml) was stirred under an argon atmosphere at 85° C. for 2 hours. After cooling, the reaction solution was diluted with ethyl acetate and further stirred for 10 minutes by adding water thereto. After washing the organic layer with a saturated salt solution, it was dried over anhydrous magnesium sulfate. The solution was distilled off under reduced pressure and the resultant residue was purified by silica gel column chromatography to obtain 4-(3,5-bis-trifluoromethyl-benzyl)-2-methyl-nitrobenzene (0.44 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110689B2
Source datasetuspto-grants-2012_02
ORD IDord-8c6e98deb47f4c6d8b0369cd3fdafd97
Source noteuspto-grants-2012_02