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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1432343Generated: November 2, 2026

Boronic Acid → 7-Cyclopropyl-3,4-dihydro-2H-naphthalen-1-one

https://huagongshe.com/reaction/1432343

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoronic AcidHCID 61668—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
Reactant7-Bromo-1,2,3,4-tetrahydronaphthalen-1-oneHCID 252731—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product7-Cyclopropyl-3,4-dihydro-2H-naphthalen-1-oneHCID 68888072—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a yellow suspension of 2 g 7-Bromo-1-tetralone, 1 g boronic acid, 7.1 g potassium phosphate (pulverized) and 0.28 g tricyclohexylphosphine in 40 ml toluene and 2 ml water 0.1 g of palladium acetate is added under a argon atmosphere. The mixture is heated to 100° C. After 1 h, the reaction mixture is allowed to cool to rt and quenched with water. The reaction mixture is extracted with EtOAc. The combined organic phases are washed with brine, dried over sodium sulfate and filtered. The brown oil is purified by flash-chromatography (hexane/EtOAc=6/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612054B2
Source datasetuspto-grants-2009_11
ORD IDord-c1c5b95165c94bddb3bf522736e76e29
Source noteuspto-grants-2009_11