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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298480Generated: October 30, 2026

Water → HCID 22172956, compound

https://huagongshe.com/reaction/2298480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Methylphenyl boronic acidHCID 2733267—
Reactant7-Chloro-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 11789822—
Catalystpalladium(II) acetateHCID 167845—
SolventEthylene GlycolHCID 174—
ProductHCID 22172956HCID 2217295680.8%

Reaction Conditions

Temperature125 °C

Reaction Steps

Using a method similar to Example 16d), 2.0 g (0.011 mol) of (1), 1.82 g (0.013 mol) of 2-methylphenylboronic acid and 2.6 g (24.6 mmol) of sodium carbonate were placed in 55 ml of ethylene glycol/5 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. After addition of 18 mg (0.09 mmol) of palladium acetate and 0.15 g (0.27 mmol) of TMSPP, the reaction mixture was stirred for 2 hours at 125° C. After addition of 60 ml of water, the aqueous phase was extracted 4 times with 60 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 2.1 g of 2-methyl-7-(2-methylphenyl)-1-indanone as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-1849705ef88c4a4e88f90da46899b4c1
Source noteuspto-grants-2002_12