Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093178Generated: October 30, 2026

Potassium Carbonate → 4-Amino-3-methylbenzotrifluoride

https://huagongshe.com/reaction/2093178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Iodo-4-(trifluoromethyl)anilineHCID 2783322—
ReactantTrimethylboroxaneHCID 22327867—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product4-Amino-3-methylbenzotrifluorideHCID 13750437—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-iodo-4-trifluoromethyl aniline (5.0 g, 17.42 mmol), trimethylboroxane (3.64 ml, 26.1 mmol), tetrakis(triphenylphosphine)palladium (1.0 g, 0.87 mmol) and potassium carbonate (4.82 g, 34.8) in DMF (10 ml) was heated to 100° C. for 48 h. The reaction was quenched with water (50 ml) and extracted with EtOAc (3×50 ml). The combined EtOAc layers were washed with brine and dried over sodium sulfate. The title compound was obtained after flash column using EtOAc:hexane/1:9 as the eluant. 1H NMR (CDCl3, 500 MHz): δ7.13 (s, 1H), 7.30 (d, J=8 Hz, 1H), 6.71 (d, J=8 Hz, 1H), 3.98 (br s, 2H), 2.21 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440702B2
Source datasetuspto-grants-2013_05
ORD IDord-3d10dacdc8924ae5a5d5ff9071c40e5e
Source noteuspto-grants-2013_05