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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1961425Generated: November 1, 2026

Water → 99113-85-6

https://huagongshe.com/reaction/1961425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantPhenylboronic AcidHCID 66827—
Reactant4-Bromo-2-furaldehydeHCID 2757010—
CatalystHCID 178418397HCID 178418397—
SolventToluene ethanolHCID 21863594—
Product99113-85-6HCID 1354168997%

Reaction Steps

In a screw cap pressure tube, 4-bromofuran-2-carbaldehyde (504 mg, 2.88 mmol) and phenyl boronic acid (491.7, 4.03 mmol) were suspended in a mixture of toluene:EtOH (4:1). Na2CO3 (sat) (6.0 ml) was added. N2 was bubbled through the mixture for 5 minutes. Pd(PPh3)4 (166.4 mg, 0.05 mmol) was added. The tube was sealed and the mixture heated to reflux for 4.0 h. The mixture was allowed to cool. H2O was added and the product extracted with EtOAc. The combined organic extracts were dried (MgSO4), filtered and concentrated. The crude product was purified by flash chromatography (Pet. Ether/EtOAc 90/10→85/15) to afford the title substance in 97% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415333B2
Source datasetuspto-grants-2013_04
ORD IDord-015c1fd2210c46c291e2f2215ee2b5a5
Source noteuspto-grants-2013_04