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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1991544Generated: October 30, 2026

Methyl iodide → HCID 58909275, compound

https://huagongshe.com/reaction/1991544

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 numberUS07645780B2
Source datasetuspto-grants-2010_01
ORD IDord-6bbedb5b6fe042cca1e5159270c2304e
Source noteuspto-grants-2010_01