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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298490Generated: October 29, 2026

Water → HCID 22172942, compound

https://huagongshe.com/reaction/2298490

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant1-Naphthaleneboronic acidHCID 254532—
ReactantHCID 22173196HCID 22173196—
Catalystpalladium(II) acetateHCID 167845—
SolventEthylene GlycolHCID 174—
ProductHCID 22172942HCID 2217294280.1%

Reaction Conditions

Temperature125 °C

Reaction Steps

Using a method similar to Example 16d), 2.73 g (0.011 mol) of 2-cyclohexyl-7-chloro-1-indanone, 2.24 g (0.013 mol) of naphthylboronic 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 3.0 g of 2-cyclohexyl-7-(1-naphthyl)1-indanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-2fb6a54125a346b083109a67c64d09f5
Source noteuspto-grants-2002_12