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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900733Generated: October 30, 2026

Hydrochloric Acid → HCID 23369642, compound

https://huagongshe.com/reaction/1900733

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 23369746HCID 23369746—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23369642HCID 23369642111.6%

Reaction Conditions

Temperature30 °C

Reaction Steps

2-(2-Cyanoethyl)-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (1.35 g) was dissolved in tetrahydrofuran (100 ml), to which lithium aluminum hydride (1.4 g) was added and stirred at 30° C. for 2 hours. To the reaction liquid, methanol (20 ml) was added and stirred for 10 minutes, then filtered through cerite. The filtrate was condensed under reduced pressure, and the resultant crude product was purified by alumina column chromatography (eluent: first, chloroform:ethyl acetate=1:1; later, chloroform:methanol=3:1). Crude crystals (1.05 g) was obtained. These crude crystals were converted into a hydrochloride, which was then recrystallized from a solvent mixture of chloroform-ethanol-ether to obtain 1.53 g of a hydrochloric acid salt of 2-(3-aminopropyl)-5-methyl -2,3,6,7-tetrahydrofuro-[2,3-f]quinoline-7-one as yellow needles (73.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576324
Source datasetuspto-grants-1996_11
ORD IDord-6c47dd6a858a41578100eac867b1e686
Source noteuspto-grants-1996_11