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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85265Generated: October 27, 2026

Water → 8-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehyde

https://huagongshe.com/reaction/85265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant9-Formyl-8-julolidinolHCID 113099—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product8-methoxy-2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinoline-9-carbaldehydeHCID 82025999%

Reaction Conditions

Temperature50 °C

Reaction Steps

In 20 ml of 1-methyl-2-pyrrolidone was dissolved 2.5 g (11.5 mmol) of 8-hydroxy-2,3,6,7-tetrahydro-1H,5H-benzo[ij]quinolizine-9-carboaldehyde, and 4.1 g (28.9 mmol) of methyl iodide and 4.8 g (34.7 mmol) of anhydrous potassium carbonate were added thereto. The mixture was stirred at 50° C. for 4 hours. After the reaction mixture was added to water, extraction with ethyl acetate, drying over anhydrous sodium sulfate, and concentration were performed. The residue was purified by silica gel column chromatography to give 2.63 g of a yellow crystal (yield: 99.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846955B2
Source datasetuspto-grants-2014_09
ORD IDord-aa1948e76e104e5483cb42154963a52d
Source noteuspto-grants-2014_09