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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298473Generated: October 30, 2026

Water → 7-(3,5-Bis(trifluoromethyl)phenyl)-2-methyl-1-indanone

https://huagongshe.com/reaction/2298473

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant3,5-Bis-trifluoromethylphenylboronic acidHCID 156265—
Reactant7-Bromo-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 15869783—
Catalystpalladium(II) acetateHCID 167845—
Solvent1,2-DimethoxyethaneHCID 8071—
Product7-(3,5-Bis(trifluoromethyl)phenyl)-2-methyl-1-indanoneHCID 2217318792.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

Using a method similar to Example 15a), 6.75 g (0.03 mol) of (2), 8.5 g (0.033 mol) of 3,5-bis(trifluoromethyl)phenylboronic acid and 7.0 g (0.066 mol) of sodium carbonate were placed in 120 ml of dimethoxyethane and 36 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 120 mg (0.5 mmol) of palladium acetate and 282 mg (1.1 mmol) of TPP were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 150 ml of water, the mixture was extracted 3 times with 150 ml each time of diethyl ether, the combined ether phases were washed 3 times with 150 ml each time of water and dried over magnesium sulfate. Removal of the solvent gave 9.93 g of (18) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-c3ae24c7551d40888494890d48e9bcab
Source noteuspto-grants-2002_12