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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 530494Generated: November 3, 2026

Bromobenzene → 3-Phenylbenzaldehyde

https://huagongshe.com/reaction/530494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantSodium CarbonateHCID 10340—
Reactant3-Formylphenylboronic acidHCID 2734356—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventEthyl AcetateHCID 8857—
SolventToluene ethanolHCID 21863594—
SolventSodium chloride; waterHCID 57417360—
Product3-PhenylbenzaldehydeHCID 121053115.8%

Reaction Steps

In a microwave tube, to a solution of bromo-benzene (0.5 g, 3.18 mmol) dissolved in a 1:1 mixture toluene/EtOH (14 mL), 3-formylphenyl boronic acid (0.573 g, 3.82), palladium-tetrakis(triphenylphosphine) (0.184 g, 0.159 mmol) and 10% Na2CO3 solution (7 mL) were sequentially added. The reaction was run at 100° C. for 30 min under microwave irradiation. The crude product was diluted with AcOEt and brine, and extracted. The organic phase was separated, dried over Na2SO4 and filtered over a pad of celite to give an organic fraction, which was concentrated to dryness to afford the title compound (0.671 g, quant.). 1H NMR (CDCl3): δ 8.23-7.36 (m, 9H), 10.13 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353075B2
Source datasetuspto-grants-2016_05
ORD IDord-014bae20424f4f2bbd395dceb65d7e60
Source noteuspto-grants-2016_05