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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912151Generated: October 30, 2026

1-Phenyl-1-propanone → 1,2-Diphenylpropan-1-one

https://huagongshe.com/reaction/1912151

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenyl-1-propanoneHCID 7148—
ReactantBromobenzeneHCID 7961—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystTri-tert-butylphosphonium tetra-para-tolylborateHCID 23136639—
SolventWaterHCID 962—
Product1,2-Diphenylpropan-1-oneHCID 23851898%

Reaction Steps

A 30-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 0.011 g (0.05 mmol) of palladium (II) acetate, 1.442 g (15 mmol) of sodium-tert-butoxide and 10 ml of tetrahydrofuran were weighed in the flask, followed by stirring. Further, 0.029 g (0.05 mmol) of tri-tert-butylphosphonium tetra-para-tolylborate obtained in Example B-3 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 25° C. for 30 minutes. 1.570 g (10 mmol) of bromobenzene was added, followed by stirring at 25° C. for 30 minutes. 1.476 g (11 mmol) of propiophenone was added, followed by stirring at 25° C. for 17 hours. After the completion of the reaction, 5 ml of water was added, followed by separation. The organic phase was purified by column chromatography to afford 2.061 g of 1,2-diphenyl-1-propanone (yield: 98 mol % based on bromobenzene). The identification of the product was made by mass spectroscopy, 1H-NMR and 13C-NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08604249B2
Source datasetuspto-grants-2013_12
ORD IDord-f9712014d7c4431f938a234465b15811
Source noteuspto-grants-2013_12