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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1994621Generated: October 28, 2026

Water → 875550-70-2

https://huagongshe.com/reaction/1994621

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
Reactant2-Bromo-6-chloro-4-(trifluoromethyl)anilineHCID 737196—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product875550-70-2HCID 20479357—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-bromo-6-chloro-4-trifluoromethyl aniline (1.00 g, 3.64 mmol), trimethylboroxine (0.66 ml, 0.59 g, 4.47 mmol), potassium carbonate (1.00 g, 7.30 mmol) and catalytic amount (10%) Pd(PPh3)4 in DMF (5 ml) was heated to 90° C. for 14 h. Water (20 ml) was added. The mixture was extracted with ethyl acetate (3×50 ml). The combined EtOAc layers were washed with brine and dried over sodium sulfate. The titled compound was obtained as a colorless oil after a flash column using EtOAc:hexane (1:9) as the elute. 1H NMR (CDCl3, 500 MHz): δ 7.43 (s, 1H), 7.24 (s, 1H), 4.38 (br s, 2H), 2.22 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652049B2
Source datasetuspto-grants-2010_01
ORD IDord-08aa2a5101b249a4b87bcad67097bbe3
Source noteuspto-grants-2010_01