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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051486Generated: November 2, 2026

2-Bromophenol → 1-Bromo-2-phenoxy-benzene

https://huagongshe.com/reaction/1051486

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromophenolHCID 7244—
ReactantPhenylboronic AcidHCID 66827—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
Product1-Bromo-2-phenoxy-benzeneHCID 3748342.1%

Reaction Steps

To a solution of 2-bromophenol (1 g, 5.84 mmol), phenylboronic acid (1.42 g, 11.69 mmol) and TEA (2.95 g, 29.2 mmol) in DCM (30 mL) was added Cu(OAc)2 (1.05 g, 5.84 mmol) and 4 Å molecular sieves (500 mg). The reaction mixture was stirred at room temperature over air with a dry tube attached for 16 h. The mixture was filtered and the filtrate was washed by water (50 mL) and brine (30 mL). The organic layer was dried over anhydrous Na2SO4, filtered and concentrated with the residue purified by column chromatography to give 612 mg of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388173B2
Source datasetuspto-grants-2016_07
ORD IDord-ad8781d45c264f26b935fc308f873761
Source noteuspto-grants-2016_07