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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376154Generated: October 30, 2026

Ethyl Acetate → 1-(2-nitrobenzyl)pyrrolidine

https://huagongshe.com/reaction/2376154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPyrrolidineHCID 31268—
Reactantalpha-Bromo-2-nitrotolueneHCID 77569—
ReactantDiisopropylethylamineHCID 81531—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product1-(2-nitrobenzyl)pyrrolidineHCID 264310—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of 1-(bromomethyl)-2-nitrobenzene (2.10 g) in DMF (20 mL) was added pyrrolidine (0.95 mL) and N,N-diisopropylethylamine (2.54 mL), and the mixture was stirred at 60° C. for 24 hours. The resulting mixture was poured into ethyl acetate and brine. The organic phase was separated and washed with brine, dried over sodium sulfate. The solvent was evaporated in vacuo and the residue was purified by silica gel column chromatography to give 1-(2-nitrobenzyl)pyrrolidine (1.92 g) as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465731B2
Source datasetuspto-grants-2008_12
ORD IDord-d5a0f1a6e5744dada8e6357f209451ac
Source noteuspto-grants-2008_12