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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1938348Generated: October 31, 2026

Diethyl Ether → HCID 54122524, compound

https://huagongshe.com/reaction/1938348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium SulfateHCID 24436—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 54264545HCID 54264545—
SolventTetrahydrofuranHCID 8028—
ProductHCID 54122524HCID 54122524—

Reaction Steps

In a nitrogen atmosphere, lithium aluminum hydride (33 mg, 0.88 mmol.) was suspended in tetrahydrofuran (THF, 1 mL). Under chilling with ice, to this was dropwise added the above methyl 7-(methylphenylamino)methyl-quinoline-3-carboxylate (171 mg, 0.56 mmol.) in dry THF (1.5 mL). The resulting mixture was stirred under chilling with ice for 3 hours. To this were added ether (5 mL) and saturated aqueous sodium sulfate solution (3 mL), so that excessive lithium aluminum hydride was decomposed. The organic portion was recovered by decantation, and the residue was washed with ether. The ether washings were combined with the above recovered organic portion. The solvent was distilled off under reduced pressure to give the desired compound as a brown amorphous product (128 mg, yield: 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05693651
Source datasetuspto-grants-1997_12
ORD IDord-316d807dc2df4fc1b93168540907fb8c
Source noteuspto-grants-1997_12