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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226455Generated: October 31, 2026

Ethyl Acetate → 1-(2-nitrobenzyl)pyrrolidine

https://huagongshe.com/reaction/226455

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 numberUS07557127B2
Source datasetuspto-grants-2009_07
ORD IDord-80aaec1e8f5348f69886c049856eb1c0
Source noteuspto-grants-2009_07