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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088802Generated: November 2, 2026

Diethyl Ether → HCID 14685746, compound

https://huagongshe.com/reaction/1088802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium Sodium TartrateHCID 9357—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 22161780HCID 22161780—
SolventTetrahydrofuranHCID 8028—
ProductHCID 14685746HCID 1468574693%

Reaction Steps

To a solution of 4-(N-formyl-N-cyclopropylamino)-8-hydroxymethyl-1-ethyl-1,2,3,4-tetrahydroquinoline (0.34 g) in tetrahydrofuran (10 ml), lithium aluminum hydride (0.10 g) was added under ice-cooling and the mixture was refluxed gently for 1.5 hours. A saturated aqueous solution of Rochelle salt was added to the reaction mixture under ice-cooling, followed by addition of diethyl ether, the mixture was stirred for 1 hour at room temperature. After filtering off the precipitates, the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off to give 4-(N-methyl-N-cyclopropylamino)-8-hydroxymethyl-1-ethyl-1,2,3,4-tetrahydroquinoline (0.30 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04963566
Source datasetuspto-grants-1990_10
ORD IDord-ebd8227d372c438fb52d0867f43aa6f9
Source noteuspto-grants-1990_10