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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1823632Generated: October 31, 2026

Water → HCID 22172956, compound

https://huagongshe.com/reaction/1823632

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 16 d), 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 numberUS07038070B2
Source datasetuspto-grants-2006_05
ORD IDord-2a91025da28e406ca9c4a5e272a9927c
Source noteuspto-grants-2006_05