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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718494Generated: October 29, 2026

Toluene → 4-Bromo-2-fluoro-1-(4-propylcyclohexyl)benzene

https://huagongshe.com/reaction/718494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4'-Bromo-2'-fluoro-4-propyl-2,3,4,5-tetrahydro-1,1'-biphenylHCID 68010586—
CatalystPalladiumHCID 23938—
SolventIsopropanolHCID 3776—
Product4-Bromo-2-fluoro-1-(4-propylcyclohexyl)benzeneHCID 6801058778.1%

Reaction Steps

A mixture of compound (69) (39.2 g, 131.9 mmol) and 5%-palladium on carbon (0.5% sulfur, 50% water-containing article) (1.18 g, 3 wt %) was agitated for 18 hours under a hydrogen atmosphere in a toluene (200 mL)-IPA (100 mL) solvent. The reaction mixture was filtered and a solvent in a filtrate was distilled off by an evaporator. The residue was passed through silica gel column chromatography and then a low-boiling-point material was distilled off by distillation, and thus 4-bromo-2-fluoro-1-(4-propylcyclohexyl)benzene (70) (30.8 g, yield 78.1%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193908B2
Source datasetuspto-grants-2015_11
ORD IDord-a3d372712fca4b14b08ae7b69dd1c63e
Source noteuspto-grants-2015_11