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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354663Generated: November 1, 2026

4-Nitrophenol → 4-(Cyclopentyloxy)aniline

https://huagongshe.com/reaction/1354663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrophenolHCID 980—
ReactantDimethylformamideHCID 6228—
ReactantBromocyclopentaneHCID 8728—
ReactantPotassium CarbonateHCID 11430—
SolventWaterHCID 962—
Product4-(Cyclopentyloxy)anilineHCID 6484448—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-nitrophenol (63.7 g), bromocyclopentane (68.2 g), potassium carbonate (63.3 g) and DMF (300 ml) was heated at 80° C. for 24 hours. After cooling, it was diluted with water and extracted with ethyl acetate. The organic phase was washed with water, dried over magnesium sulfate and concentrated. The residue was hydrogenated by method B. This resulted in the product with the molecular weight of 177.25 (C11H15NO); MS (ESI): 178 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223788B2
Source datasetuspto-grants-2007_05
ORD IDord-c882c797c09f42ccb0f8c8c111555f7d
Source noteuspto-grants-2007_05