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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694733Generated: October 27, 2026

Ethanol → 2-Chloro-2'-(phenylmethoxy)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine

https://huagongshe.com/reaction/1694733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant4-Bromo-3-chloroanilineHCID 88888—
Reactant2-Benzyloxy-5-trifluoromethylphenylboronic acidHCID 23005339—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-Chloro-2'-(phenylmethoxy)-5'-(trifluoromethyl)-[1,1'-biphenyl]-4-amineHCID 67280021—

Reaction Steps

The product from example 32 step (ii) (0.5 g) and 4-bromo-3-chloroaniline (0.38 g) were dissolved in toluene (4 ml). Ethanol (1 ml), 2M aqueous sodium carbonate (1 ml) and Pd(PPh3)4 (0.115 g) were added sequentially and the mixture heated at reflux for 4 h. The reaction was cooled, evaporated, dissolved in EtOAc, washed with water and brine, dried (MgSO4) and evaporated. The residue was purified by chromatography on silica eluting with 10% EtOAc/isohexane. Yield 0.23 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158820B2
Source datasetuspto-grants-2012_04
ORD IDord-fe5492cad9d14d0f97a838d8f1807c9c
Source noteuspto-grants-2012_04