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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715765Generated: October 30, 2026

p-Fluoronitrobenzene → HCID 21132705, compound

https://huagongshe.com/reaction/715765

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-FluoronitrobenzeneHCID 9590—
ReactantPotassium HydroxideHCID 14797—
Reactanttert-Butyl (3S)-3-hydroxypyrrolidine-1-carboxylateHCID 854055—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
ProductHCID 21132705HCID 21132705—

Reaction Conditions

Temperature40 °C

Reaction Steps

(5)-Tert-butyl 3-hydroxypyrrolidine-1-carboxylate (10 g, 53.4 mmol) was dissolved in 1-fluoro-4-nitrobenzene (13.94 g, 99 mmol). An aqueous solution of 5.9N potassium hydroxide (77 ml, 452 mmol) was added followed by addition of tetrabutylammonium bromide (2.238 g, 6.94 mmol). The reaction mixture was stirred at 40° C. for 24 hours and then cooled, diluted with water and extracted with ethyl acetate. The combined organic layers were dried with sodium sulfate, filtered and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187472B2
Source datasetuspto-grants-2015_11
ORD IDord-27aefdbb6848419f879eeeb31c8fd77f
Source noteuspto-grants-2015_11