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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582393Generated: November 1, 2026

Benzylamine → Diethyl 1-benzylpyrrolidine-2,5-dicarboxylate

https://huagongshe.com/reaction/1582393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantDiethyl 2,5-dibromohexanedioateHCID 241588—
SolventBenzeneHCID 241—
ProductDiethyl 1-benzylpyrrolidine-2,5-dicarboxylateHCID 28612094%

Reaction Steps

A solution of Diethyl meso-2,5-dibromoadipate (50 g, 139 mmol) in benzene (150 mL) was heated to reflux. Then heating was discontinued and benzylamine (50 mL) was added under stirring in 1 h. At the end of the addition, the mixture was refluxed for 20 h. After cooling down, the hydrobromide salt was filtered off and washed with benzene, and the benzene solution was evaporated. The residue was distilled under reduced pressure (180-190° C./0.3 mmHg) to give a product (39.9 g, 94%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06734306B2
Source datasetuspto-grants-2004_05
ORD IDord-071c39e2bc004e888faa39e8e14472f4
Source noteuspto-grants-2004_05