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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870891Generated: November 3, 2026

Sodium Carbonate → HCID 18694229, compound

https://huagongshe.com/reaction/1870891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-3-(trifluoromethyl)anilineHCID 67852—
Reactant4-Carboxyphenylboronic AcidHCID 312183—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 18694229HCID 18694229—

Reaction Steps

A stirred solution of 5-amino-2-bromobenzotrifluoride (2.5 g, 0.01 mol) in DME (60 ml) and water (60 ml) was treated with 4-boronobenzoic acid (1.65 g, 0.01 mol) and Na2CO3 (4.2 g, 0.04 mol). The mixture was degassed with argon for 15 mins, treated with tetrakis (triphenylphosphine) palladium (O) (230 mg, 0.2 mmol) and heated at reflux under argon for 18 hrs. The mixture was concentrated in vacuo to approx. 50% volume and the aqueous residue treated with 10% aqueous Na2CO3 solution and washed with ethyl acetate. The aqueous layer was separated, acidified with 5M HCl and concentrated in vacuo to afford an off-white solid containing the title compound. This was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100272
Source datasetuspto-grants-2000_08
ORD IDord-4e7cdeb389ed42509d62f0f3e6fe91d7
Source noteuspto-grants-2000_08