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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584790Generated: November 1, 2026

Phenylboronic Acid → HCID 21220939, compound

https://huagongshe.com/reaction/1584790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
Reactant5-Bromo-1-benzofuran-7-carbaldehydeHCID 21220840—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventSodium BicarbonateHCID 516892—
ProductHCID 21220939HCID 2122093936.1%

Reaction Steps

A mixture of 5-bromo-benzofuran-7-carbaldehyde (600 mg), phenylboronic acid (326 mg) and tetrakis(triphenylphosphine)palladium (O) (176 mg) in dimethoxyethane (20 ml) and 8% sodium bicarbonate (10 ml) was heated at reflux for 16 h. Solvent was removed in vacuo, the residue was partitioned between chloroform (40 ml) and water (40 ml). The organic phase was washed with brine (50 ml), dried, filtered and the filtrate evaporated in vacuo to give a yellow oil. Purification by FCC eluted with hexane:ethyl acetate (1:0→10:1) gave the title compound as a pale yellow solid (214 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05935972
Source datasetuspto-grants-1999_08
ORD IDord-24609744fb44491bbad8523c464606b6
Source noteuspto-grants-1999_08