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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 975080Generated: October 30, 2026

Water → 3-Tetrahydropyranyloxyethyl-3-(3,4-dichlorophenyl)pyrrolidine

https://huagongshe.com/reaction/975080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-(2-Tetrahydropyranyloxyethyl)-3-(3,4-dichlorophenyl)-2-pyrrolidinoneHCID 54135755—
SolventTetrahydrofuranHCID 8028—
Product3-Tetrahydropyranyloxyethyl-3-(3,4-dichlorophenyl)pyrrolidineHCID 21197687—

Reaction Conditions

Temperature60 °C

Reaction Steps

The 3-(2-tetrahydropyranyloxyethyl)-3-(3,4-dichlorophenyl)-2-pyrrolidinone (3.9 grams prepared as described supra) is dissolved in 50 ml of tetrahydrofuran and the solution is added to a suspension of 0.9 grams of lithium aluminum hydride in 5 ml of tetrahydrofuran heated to 60° C. The reaction mixture is then heated for one hour at 60° C. and then cooled. To the resulting mixture 1 ml of water, 1 ml of 4N sodium hydroxide, and 3 ml of water are added sequentially. The insoluble portion is removed by filtration and the filtrate is concentrated in vacuo. The residue is taken up in diethyl ether, dried over magnesium sulfate, and concentrated under vacuum to give the desired intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05607947
Source datasetuspto-grants-1997_03
ORD IDord-4a32565795134832a6cfda64f0cdca81
Source noteuspto-grants-1997_03