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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417243Generated: October 28, 2026

Piperidine → Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/417243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant3-Chloro-2-fluorobenzaldehydeHCID 736335—
Reactant6-bromo-2,3-dihydro-1H-indol-2-oneHCID 2773289—
SolventMethanolHCID 887—
ProductZ-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-indol-2-oneHCID 8665394094%

Reaction Conditions

Temperature80 °C

Reaction Steps

To the mixture of 6-bromo-2-oxindole (5 g, 24 mmol) (Combi-blocks) and 3-chloro-2-fluorobenzaldehyde (3.7 g, 24 mmol) (Oakwood) in methanol (200 mL) was added piperidine (2 g, 24 mmol) (Aldrich) dropwise. The mixture was then heated at 80° C. for 2 h. After cooled to 4° C., the mixture was filtered and resulting precipitate was collected, dried to give E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-indol-2-one as a yellow solid (Yield 7.8 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088815B2
Source datasetuspto-grants-2012_01
ORD IDord-9535185db6d64eb285dba8d7b0b0a7e4
Source noteuspto-grants-2012_01