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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805357Generated: November 2, 2026

Acetone → 5-Fluoro-3-isopropylidene-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1805357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantPiperidineHCID 8082—
Reactant5-fluoro-1,3-dihydro-2H-indol-2-oneHCID 3731012—
SolventMethanolHCID 887—
Product5-Fluoro-3-isopropylidene-1,3-dihydro-indol-2-oneHCID 6723055068%

Reaction Steps

A mixture of 5-fluoro-1,3-dihydro-indol-2-one (2.84 g, 20 mmol), acetone (2.2 mL, 30 mmol) and piperidine (0.8 mL, 8 mmol) in methanol (100 mL) was heated to reflux for 16 hours. Then the reaction mixture was allowed to cool to room temperature. The solid was collected by filtration, washed with methanol (20 mL) and dried in vacuo to afford 5-fluoro-3-isopropylidene-1,3-dihydro-indol-2-one (2.6 g, 68%) as powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-812991ae89c84fd390eb3e99cbf27e4b
Source noteuspto-grants-2013_01