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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936333Generated: November 1, 2026

Benzene → HCID 22465765, compound

https://huagongshe.com/reaction/1936333

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant1-Bromo-4-cyclohexylbenzeneHCID 90718—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 22465765HCID 2246576570.1%

Reaction Steps

First, 80 ml of ethanol containing 7.18 g of 4-benzyloxyphenylboronic acid obtained from the synthesis (10-b) above dissolved therein, 50 ml of benzene containing 5.00 g of 1-bromo-4-cyclohexylbenzene dissolved therein, 21.0 ml of a sodium carbonate aqueous solution with a concentration of 2 mol/l, and 0.24 g of tetrakis(triphenylphosphine)palladium(0) were put in an argon-replaced 200 ml flask, and stirred under reflux for eight hours. After the reaction, water and toluene were added to the reaction solution for extraction. The resultant toluene layer was washed with a saturated brine and dried with sodium sulfate. The solvent was then distilled off. The residue was purified by silica gel column chromatography (eluent:toluene/hexane=1/4), to obtain 5.04 g (Y: 70.1%) of 4-benzyloxy-4′-cyclohexylbiphenyl. The purity of the resultant compound was 98.3% as measured by GC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06388146B1
Source datasetuspto-grants-2002_05
ORD IDord-34ebe43f9cfa49b2923455301b5f0ba1
Source noteuspto-grants-2002_05