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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049449Generated: October 31, 2026

Water → HCID 117759897, compound

https://huagongshe.com/reaction/1049449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-BromoresorcinolHCID 81105—
Reactant2-Fluoro-5-methoxyphenylboronic acidHCID 4157211—
CatalystHCID 178418397HCID 178418397—
Solvent1-ButanolHCID 263—
ProductHCID 117759897HCID 11775989784.7%

Reaction Conditions

Temperature90 °C

Reaction Steps

Under a nitrogen atmosphere, to a solution of 4-bromoresorcinol (10.1 g) in 1-butanol (200 mL) were added 2-fluoro-5-methoxyphenylboronic acid (10.8 g), tetrakis(triphenylphosphine)palladium(0) (3.00 g) and 2.0 M aqueous sodium carbonate solution (54 mL), and the mixture was stirred at 90° C. for 3 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (10.6 g) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-09b0ad0715a54e1280b250d33050fc02
Source noteuspto-grants-2016_07