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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32138Generated: October 26, 2026

Ethanol → 1-(4,4-Dimethylcyclohex-1-enyl)-2-nitrobenzene

https://huagongshe.com/reaction/32138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant(2-Nitrophenyl)boronic acidHCID 2773548—
Reactant4,4-Dimethylcyclohex-1-ene-1-triflateHCID 13411668—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product1-(4,4-Dimethylcyclohex-1-enyl)-2-nitrobenzeneHCID 23142003—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-nitrophenylboronic acid (14.2 g, 85.19 mmol) in toluene (250 mL)-ethanol(125 mL) were added trifluoromethanesulfonic acid 4,4-dimethylcyclohex-1-enyl ester (20 g, 77.44 mmol) prepared in Example (1a), tetrakis(triphenylphosphine)palladium(0) (4.5 g, 3.87 mmol) and 2N aqueous sodium carbonate (128 mL, 256 mmol). The mixture was stirred at an external temperature of 100° C. for 1 hour and 45 minutes under a nitrogen atmosphere.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425554B2
Source datasetuspto-grants-2008_09
ORD IDord-6e5393eb89fa4a778b152028f21849f0
Source noteuspto-grants-2008_09