Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070341Generated: October 25, 2026

2-Methyl-5-Nitroaniline → (2-Methyl-5-nitrophenyl)pyrrolidine

https://huagongshe.com/reaction/2070341

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-5-NitroanilineHCID 7444—
Reactant1,2-DibromobutaneHCID 10792—
ReactantPotassium CarbonateHCID 11430—
SolventDimethylformamideHCID 6228—
Product(2-Methyl-5-nitrophenyl)pyrrolidineHCID 69558510—

Reaction Conditions

Temperature70 °C

Reaction Steps

To the mixture containing 2-methyl-5-nitrophenylamine and potassium carbonate (4 eq) in dimethyl formamide was added 1,2 dibromobutane (4 eq) and the resulting mixture was stirred at 70° C. for 16 hours. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was dried with sodium sulfate and concentrated and purified on silica gel to give (2-methyl-5-nitrophenyl)pyrrolidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299108B2
Source datasetuspto-grants-2012_10
ORD IDord-94369907dd7b4e7a88b5b3955fb666d3
Source noteuspto-grants-2012_10