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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368916Generated: October 30, 2026

Ethanol → 4-Methylbiphenyl

https://huagongshe.com/reaction/368916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant4-BromotolueneHCID 7805—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-MethylbiphenylHCID 1256655%

Reaction Steps

Table 1, Entry 10. In the reaction tube were mixed 4-bromotoluene (0.171 g, 1.0 mmol), phenylboronic acid (0.134 g, 1.1 mmol), Pd(PPh3)4 (0.0347 g, 0.030 mmol), sodium cabonate (0.212 g, 2.0 mmol), 0.187 ml 95% ethanol, 0.375 ml water and 0.75 ml DME.under nitrogen. The contents of the flask were irradiated for 2.50 min with an effect of 55 W. After cooling, the product mixture was poured into 25 ml water and was extracted three times with 25 ml DCM. The combined extracts were washed with 25 ml saline and concentrated to an oil. The crude product was purified by column chromatography on silica gel using i-hexane as the eluent. The yield was 55% (white solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06136157
Source datasetuspto-grants-2000_10
ORD IDord-67d8364b52cc4fc8a0be1a70511f9cf5
Source noteuspto-grants-2000_10