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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1054230Generated: October 25, 2026

Potassium Phosphate, Tribasic → Ethyl 4-nitro-[1,1'-biphenyl]-3-carboxylate

https://huagongshe.com/reaction/1054230

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
ReactantEthyl 5-chloro-2-nitrobenzoateHCID 603450—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl 4-nitro-[1,1'-biphenyl]-3-carboxylateHCID 9025885589%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a stirring solution of ethyl 5-chloro-2-nitrobenzoate (2 g, 8.71 mmol) and phenylboronic acid (2.124 g, 17.42 mmol) in DMF (20 ml) was added K3PO4 (2.77 g, 13.07 mmol), palladium acetate (0.098 g, 0.436 mmol) and tetrabutylammonium bromide (4.21 g, 13.07 mmol). Reaction mixture was heated at 95° C. for 16 h. Reaction mixture was diluted with water and extracted with EtOAc. The organic layer was separated and distilled out to get crude product which was column purified using 10% EtOAC in hexane to get the titled compound in 89% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394300B2
Source datasetuspto-grants-2016_07
ORD IDord-8bae050575614452a28ba348ee0dd43b
Source noteuspto-grants-2016_07