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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298484Generated: October 29, 2026

Water → HCID 22173443, compound

https://huagongshe.com/reaction/2298484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
Reactant7-Chloro-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 11789822—
Catalystpalladium(II) acetateHCID 167845—
SolventEthylene GlycolHCID 174—
ProductHCID 22173443HCID 2217344393.9%

Reaction Conditions

Temperature125 °C

Reaction Steps

Using a method similar to Example 16d), 6.28 g (0.035 mol) of (1), 7.6 g (0.040 mol) of 4-trifluoromethylphenylboronic acid and 8.16 g (77.3 mmol) of sodium carbonate were placed in 160 ml of ethylene glycol/17 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. After addition of 57 mg (0.283 mmol) of palladium acetate and 0.47 g (0.848 mmol) of TMSPP, the reaction mixture was stirred for 2 hours at 125° C. After addition of 170 ml of water, the aqueous phase was extracted 4 times with 100 ml each time of ether, the combined ether phases were washed with 60 ml of water and 60 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent gave 9.54 g of 2-methyl-7-(4-trifluoromethylphenyl)-1-indanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-3902d7e92add44919f1160e37f833e88
Source noteuspto-grants-2002_12