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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369614Generated: October 31, 2026

O-Xylene → 2-Cyano-4'-methylbiphenyl

https://huagongshe.com/reaction/369614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-XyleneHCID 7237—
ReactantSodium CarbonateHCID 10340—
Reactant2-ChlorobenzonitrileHCID 13391—
ReactantTolylboronic acidHCID 79799—
SolventWaterHCID 962—
Product2-Cyano-4'-methylbiphenylHCID 14551249.9%

Reaction Steps

15 g of 2-chlorobenzonitrile, 14.8 g of p-tolueneboronic acid and 28.9 g of sodium carbonate in 40 ml of glycol and 10 ml of water were heated to 120° C. At 80° C., 0.1 mol % of Pd(O)(TPPTS)3. 9H2O dissolved in 3 ml of H2O was added. The reaction mixture was held at 120° C. for 12 hours. After cooling, 50 ml of xylene were added and the organic phase was separated off. Distillation gave 10.5 g of 2-cyano-4'-methylbiphenyl (b.p. 140° C./mbar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06140265
Source datasetuspto-grants-2000_10
ORD IDord-ad03934729884d139cfbf64f29d4c014
Source noteuspto-grants-2000_10