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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 607074Generated: October 26, 2026

Potassium Carbonate → 4-Amino-3-methylbenzotrifluoride

https://huagongshe.com/reaction/607074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Iodo-4-(trifluoromethyl)anilineHCID 2783322—
ReactantTrimethylboroxaneHCID 22327867—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
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): δ 7.13 (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 numberUS07915271B2
Source datasetuspto-grants-2011_03
ORD IDord-23d5a0359505424cadf9c20eb2cc65da
Source noteuspto-grants-2011_03