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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840570Generated: October 30, 2026

Methyl vinyl ketone → (3RS)-3-Methyl-4-N-(3-oxo-1-butyl)-3,4-dihydroquinoxalin-2(1H)-one

https://huagongshe.com/reaction/840570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl vinyl ketoneHCID 6570—
ReactantTriethylamineHCID 8471—
Reactant3-Methyl-3,4-dihydroquinoxalin-2(1H)-oneHCID 2763642—
ReactantMTBE heptaneHCID 22389680—
SolventEthanolHCID 702—
Product(3RS)-3-Methyl-4-N-(3-oxo-1-butyl)-3,4-dihydroquinoxalin-2(1H)-oneHCID 2261980987%

Reaction Steps

3-Methyl-3,4-dihydroquinoxalin-2(1H)-one (0.5 g, 3.1 mmol) together with 0.35 ml (4.3 mmol) of methyl vinyl ketone and a catalytic amount of triethylamine were stirred for 20 hours at room temperature in 20 ml of anhydrous ethanol. Silica gel chromatography with methyl tert.-butyl ether/heptane=2:1 gave 620 mg (87%) of the desired product, melting point 108-109° C. (methyl tert.-butyl ether/heptane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369057B1
Source datasetuspto-grants-2002_04
ORD IDord-793258db47464266ae292ceb524aeeeb
Source noteuspto-grants-2002_04