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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646173Generated: October 29, 2026

Cyclopentanol → 4-Bromo-1-(cyclopentyloxy)-2-nitrobenzene

https://huagongshe.com/reaction/646173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanolHCID 7298—
ReactantTriphenylphosphineHCID 11776—
Reactant4-Bromo-2-nitrophenolHCID 24364—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
SolventTetrahydrofuranHCID 8028—
Product4-Bromo-1-(cyclopentyloxy)-2-nitrobenzeneHCID 6137587394.2%

Reaction Steps

To a mixture of 4-bromo-2-nitrophenol (1.0 g, 4.6 mmol), cyclopentanol (600 mg, 7.0 mmol) and Ph3P (1.47 g, 5.6 mmol) in THF (50 mL) at 0° C. was portion-wise added diisopropylazodicarboxylate (1.52 g, 7.5 mmol) in THF (10 mL) and the resulting mixture was left to stir overnight at ambient temperature. Solvent removal and purification by chromatography on silica gel afforded the sub-title compound (1.24 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705023B2
Source datasetuspto-grants-2010_04
ORD IDord-61f2c25840554e998c3a381be422dfef
Source noteuspto-grants-2010_04