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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614997Generated: November 1, 2026

Potassium Carbonate → HCID 14923755, compound

https://huagongshe.com/reaction/1614997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Chloro-3-nitroanisoleHCID 25140—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantEthyl acetate hexaneHCID 21226206—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 14923755HCID 14923755199.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Methoxyphenylboronic acid (3.00 g, 19.7 mmol) and 4-chloro-3-nitroanisole (3.69 g, 11.6 mmol) were dissolved in a mixture of dioxane (40 mL) and water (10 mL). K2CO3 (5.44 g, 23.2 mmol) and Pd(PPh3)4 (1.14 g, 0.6 mmol) were added. The reaction mixture was heated in argon to 80° C., kept at this temperature overnight (TLC monitoring: hexane/ethyl acetate, 4:1), cooled, and filtered through Celite. The latter was washed with CH2Cl2, and the filtrate was evaporated. The residue was dissolved in CH2Cl2, and the solution was evaporated to give 6.0 g of crude biphenyl 10h that was cyclized without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765738B2
Source datasetuspto-grants-2014_07
ORD IDord-16bd4e95711e4e88a591137c91768501
Source noteuspto-grants-2014_07