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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46501Generated: October 29, 2026

Diethyl Ether → 3-(1,2-Dihydro-2-naphthalenyl)-1-methylpyrrolidine

https://huagongshe.com/reaction/46501

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(1,2-Dihydro-2-naphthalenyl)-1-methyl-2,5-pyrrolidinedioneHCID 20387359—
Solvent1,4-DioxaneHCID 31275—
Product3-(1,2-Dihydro-2-naphthalenyl)-1-methylpyrrolidineHCID 20387367—

Reaction Steps

The 3-(1,2-dihydro-2-naphthalenyl)-1-methyl-2,5-pyrrolidinedione, 60 g, is taken up in dioxane and added dropwise to a suspension of 40 g of lithium aluminum anhydride (LAH) in 2 l. diethyl ether. After 5 hours at reflux, the mixture is decomposed with K2CO3 solution and filtered. Evaporation of the organic layer leaves 42.8 g of 3-(1,2-dihydro-2-naphthalenyl)-1-methylpyrrolidine which is distilled at 125°-150°/0.2 mm IR and NMR consistent, 28 g yield (54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04173640
Source datasetuspto-grants-1979_11
ORD IDord-0ffd36cad68a4ccbaa74fbfc5643cc59
Source noteuspto-grants-1979_11