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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 241315Generated: November 1, 2026

Water → Biphenyl

https://huagongshe.com/reaction/241315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBromobenzeneHCID 7961—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
SolventTetrahydrofuranHCID 8028—
ProductBiphenylHCID 709564.2%

Reaction Steps

1.57 g (10 mmol) of bromobenzene and 4.15 g (30 mmol) of K2CO3 are added to a solution of 1.83 g (15 mmol) of phenylboronic acid in 20 ml of tetrahydrofuran. After the mixture has been stirred at room temperature for 15 minutes, 0.21 g (0.15 mmol) of [{Pd[P(C2F5)2O]2H}2(μ-Cl)2], prepared in accordance with Example 13, is added, and the reaction mixture is heated under reflux for 3 hours. After cooling and addition of 100 ml of water, the reaction mixture is extracted with 200 ml of hexane. The organic phase is washed with water and dried using MgSO4. After filtration and removal of the solvent (in vacuo), 0.99 g of biphenyl is isolated as a white solid. The yield is 64%, based on the bromobenzene employed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648202B2
Source datasetuspto-grants-2014_02
ORD IDord-52816a4bdbed4136a3ba4c39e0a17c14
Source noteuspto-grants-2014_02