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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 582451Generated: October 25, 2026

Methane → Stilbene

https://huagongshe.com/reaction/582451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantStyreneHCID 7501—
ReactantBromobenzeneHCID 7961—
CatalystPalladiumHCID 23938—
CatalystTetrabutylammonium AcetateHCID 82707—
SolventDimethylformamideHCID 6228—
ProductStilbeneHCID 1150274.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

In a miniautoclave, 85 mg of palladium on active charcoal (similar to Example 59, metal content 5%) are suspended in 20 ml of DMF. After 2 mmol of bromobenzene, 2 mmol of styrene, and 4 mmol of tetrabutylammonium acetate have been added, heating at 120° C. is performed with shaking. After 16 h, 267 mg of stilbene can be isolated from the reaction solution. This corresponds to a 74% conversion.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05925463
Source datasetuspto-grants-1999_07
ORD IDord-73a61900dc084335aa391226e4f2b84a
Source noteuspto-grants-1999_07