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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1251609Generated: November 1, 2026

N-methyl-2-pyrrolidone → HCID 18324245, compound

https://huagongshe.com/reaction/1251609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant1-Indanone, 6-bromo-HCID 139778—
ReactantPotassium FluorideHCID 522689—
ReactantTributylphenyltinHCID 607632—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
ProductHCID 18324245HCID 1832424551.4%

Reaction Conditions

Temperature85 °C

Reaction Steps

To a three-necked flask of 500 ml, fitted with a condenser, was added 150 ml N-methylpyrrolidon (NMP), 10.45 g (49.5 mmol) 6-bromoindan-1-one and 19.9 g (54.2 mmol) of tributylphenyltin. To this mixture was added 1.05 g (1.50 mmol) of bis(triphenyl-phosphine)palladium(II)chloride. The reaction mixture was heated to 85° C. for 4 h, followed by stirring for 4 hours at ambient temperature. A solution of 23 g of potassiumfluoride in 50 ml of water was added. The solids were filtered off and the filtrate was diluted with diethylether, washed once with water and once with saturated sodiumchloride solution. The ether layer was evaporated under reduced pressure and the solid material was crystallised from toluene, petroleum ether. A total of 5.29 g of 6-phenylindan-1-one was obtained, yield 51.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06342622B1
Source datasetuspto-grants-2002_01
ORD IDord-0ff71c9242484a28aeb17bb789fb3937
Source noteuspto-grants-2002_01