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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298479Generated: October 30, 2026

Water → 2-Methyl-7-(2-pyridyl)-1-indanone

https://huagongshe.com/reaction/2298479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridine, 2-(trimethylstannyl)-HCID 11021057—
Reactant7-Bromo-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 15869783—
Catalysttrans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II)HCID 11104995—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-7-(2-pyridyl)-1-indanoneHCID 2217303290%

Reaction Steps

16.9 g (75 mmol) of (2) and 20 g (90 mmol) of 2-trimethylstannylpyridine were placed in 165 ml of tetrahydrofuran in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 350 mg (0.37 mmol) of trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium (II) were added and the reaction mixture was refluxed for 24 hours. After addition of 200 ml of water, the mixture was extracted 4 times with 150 ml each time of diethyl ether, the ether phase was washed with 100 ml of water and 100 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent and drying for 24 hours at 0.1 mbar at 60° C. (removal of the trimethylstannyl bromide) gave 15.07 g of (24) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492539B1
Source datasetuspto-grants-2002_12
ORD IDord-8d66c37cfec241e5b6e56889f22a500b
Source noteuspto-grants-2002_12