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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1528090Generated: October 30, 2026

HCID 86686569, compound → 4′-Fluorospiro[cyclobutane-1,3′-[3H]indol]-2′(1′H)-one

https://huagongshe.com/reaction/1528090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86686569HCID 86686569—
CatalystZincHCID 23994—
SolventAcetic AcidHCID 176—
Product4′-Fluorospiro[cyclobutane-1,3′-[3H]indol]-2′(1′H)-oneHCID 8668657197.9%

Reaction Steps

To a solution of methyl 1-(2-fluoro-6-nitrophenyl)cyclobutanecarboxylate (3.11 g) in acetic acid (60 mL) was added zinc (16.1 g), and the mixture was stirred overnight at room temperature. The zinc was removed by filtration, and the filtrate was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was washed with saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.30 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090586B2
Source datasetuspto-grants-2015_07
ORD IDord-583c37fc649c4e0593a695c600aec3d2
Source noteuspto-grants-2015_07