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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298476Generated: October 30, 2026

Water → HCID 22172943, compound

https://huagongshe.com/reaction/2298476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
ReactantTolylboronic acidHCID 79799—
Reactant7-Chloro-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 11789822—
Catalystpalladium(II) acetateHCID 167845—
SolventEthylene GlycolHCID 174—
ProductHCID 22172943HCID 2217294395.2%

Reaction Conditions

Temperature125 °C

Reaction Steps

Using a method similar to Example 16d), 3.61 g (0.020 mol) of (1), 3.0 g (0.022 mol) of 4-methylphenylboronic acid, 4.66 g (0.044 mol) of sodium carbonate were placed in 60 ml of ethylene glycol/12 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. After addition of 22.4 mg (0.1 mmol) of palladium acetate and 0.114 g (0.2 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 50 ml each time of ether, the combined ether phases were washed with 50 ml of water and 50 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent gave 4.5 g of (21) as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-f9542e7dc64f4998b4f4d4c9a865aa60
Source noteuspto-grants-2002_12