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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68608Generated: October 23, 2026

Potassium Carbonate → 3-(4-Fluoro-3-(methylsulfonyl)phenyl)-4-methoxybenzaldehyde

https://huagongshe.com/en/reaction/68608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-Formyl-2-methoxyphenylboronic acidHCID 2734367—
Reactant4-Bromo-1-fluoro-2-(methylsulphonyl)benzeneHCID 26985424—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-Dioxane--water (1/1)HCID 21886435—
Product3-(4-Fluoro-3-(methylsulfonyl)phenyl)-4-methoxybenzaldehydeHCID 86681839108.1%

Reaction Conditions

Temperature140 °C

Reaction Steps

To a solution of 5-Formyl-2-methoxyphenylboronic acid (324 mg, 1.8 mmol, 1.5 eq, Frontier Scientific, Inc., Logan, Utah, USA) in dioxane:H2O (2:1; 15 mL) was added 4-bromo-1-fluoro-2-(methylsulfonyl)benzene (300 mg, 1.2 mmol, 1.0 eq., Apollo Scientific Ltd., Stockport, Cheshire, UK), K2CO3 (496 mg, 3.6 mmol, 2 eq.) and Pd(PPh3)4 (30 mg). The mixture was stirred under nitrogen at 140° C. in a microwave for 40 min. Solvent was evaporated and the residue was dissolved in DCM and washed with water. The DCM layer was dried and evaporated. Purification via column chromatography (eluent: PE:EA=3:1) yielded 400 mg (72%) of 3-(4-fluoro-3-(methylsulfonyl)phenyl)-4-methoxybenzaldehyde (27).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822467B2
Source datasetuspto-grants-2014_09
ORD IDord-45f4597c36274a5b985838bc77ac4440
Source noteuspto-grants-2014_09