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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68638Generated: October 29, 2026

Diethyl Ether → HCID 67164894, compound

https://huagongshe.com/reaction/68638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium sulfate decahydrateHCID 62649—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 2-[4-(dipropylamino)butyl]-1,2,3,4-tetrahydro-6-isoquinolinecarboxylateHCID 67164447—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67164894HCID 6716489482.1%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of the compound 20 (3.02 g) in tetrahydrofuran (25 mL), lithium aluminum hydride (330 mg) was, added at −78° C. The reaction mixture was stirred at −78° C. for 30 minutes. To the reaction mixture, sodium sulfate decahydrate (2.8 g) and diethylether (100 mL) were added and the temperature of the reaction mixture was raised to room temperature. The reaction mixture was filtered through Celite (trade name) and then concentrated. The residue was purified by silica gel column chromatography (ethyl acetate:methanol:triethylamine=10:1:0→10:1:0.5) to obtain the title compound (2.28 g) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822459B2
Source datasetuspto-grants-2014_09
ORD IDord-ca6219708db847e196d191f4740894cb
Source noteuspto-grants-2014_09