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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 929886Generated: November 2, 2026

p-Fluoronitrobenzene → HCID 11529459, compound

https://huagongshe.com/reaction/929886

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium HydroxideHCID 14797—
ReactantTert-butyl 3-hydroxyazetidine-1-carboxylateHCID 2756801—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
ProductHCID 11529459HCID 11529459—

Reaction Conditions

Temperature40 °C

Reaction Steps

Tert-butyl 3-hydroxyazetidine-1-carboxylate (4.0 g, 23.3 mmol), 1-fluoro-4-nitrobenzene (6.1 g, 43.0 mmol), aqueous potassium hydroxide (35.5 ml of a 5.9 M solution, 209 mmol), and tetrabutylammonium bromide (0.975 g, 3.0 mmol) were combined and stirred at 40° C. overnight. The reaction was cooled, diluted with water and extracted three times with ethyl acetate. The combined organics were dried (sodium sulfate), filtered and concentrated. The residue was purified by regular phase flash column chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296723B2
Source datasetuspto-grants-2016_03
ORD IDord-e3ac3d668bf94230bd3b8b653b9ec688
Source noteuspto-grants-2016_03