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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1985090Generated: November 1, 2026

Methyl iodide → HCID 58909275, compound

https://huagongshe.com/reaction/1985090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTriethylamineHCID 8471—
Reactant6-Ethyl-2,3-dihydroquinolin-4(1H)-oneHCID 22324443—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58909275HCID 5890927530%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 6-ethyl-2,3-dihydroquinolin-4(1H)-one (1.00 g) in THF (25 mL) was added triethylamine (0.64 g) followed by iodomethane (0.89 g). The mixture was refluxed at 70° C. overnight. The solvent was stripped under reduced pressure, and the residue was partitioned between aqueous sodium bicarbonate and dichloromethane. The organics were extracted three times, washed with brine, dried with sodium sulfate, filtered, and concentrated. Chromatography was used to purify the title compound using a 40% ethyl acetate in heptane solvent solution. 0.32 g of the title product were recovered. (30% yield). MS (ESI+) for C12H15NO m/z 190.10 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544717B2
Source datasetuspto-grants-2009_06
ORD IDord-200443c249654297ad96600b7ffa3488
Source noteuspto-grants-2009_06