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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298486Generated: October 29, 2026

Water → HCID 22173022, compound

https://huagongshe.com/reaction/2298486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant(3,5-Difluorophenyl)boronic acidHCID 2734338—
Reactant7-Bromo-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 15869783—
CatalystTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 22173022HCID 2217302292.9%

Reaction Conditions

Temperature80 °C

Reaction Steps

2.25 g (0.01 mol) of 7-bromo-2-methyl-1-indanone (2), 1.74 g (0.011 mol) of 3,5-difluorophenylboronic acid and 2.33 g (0.022 mol) of sodium carbonate were placed in 38 ml of dimethoxyethane and 12 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 45 mg (0.2 mmol) of palladium acetate and 0.1 g (0.4 mmol) of triphenylphosphine (TPP) were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 50 ml of water, the mixture was extracted 3 times with 30 ml each time of diethyl ether, the ether phase was washed twice with water and dried over magnesium sulfate. Removal of the solvent gave 2.4 g of 2-methyl-7-(3,5-difluorophenyl)-1-indanone as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-4f39af4bb2bf440b81d56359d78bdc21
Source noteuspto-grants-2002_12