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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512037Generated: October 26, 2026

Piperidine → Z-6-chloro-3-cyclopent-1-enylmethylene-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/1512037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant1-Cyclopentene-1-carboxaldehydeHCID 138672—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
SolventMethanolHCID 887—
ProductZ-6-chloro-3-cyclopent-1-enylmethylene-1,3-dihydro-indol-2-oneHCID 6879631130.7%

Reaction Steps

In a manner similar to the method described in Example 1, 6-chlorooxindole (2.51 g, 15 mmol) (Alfa) was reacted with cyclopent-1-enecarbaldehyde (1.45 g, 15 mmol) (Aldrich) and piperidine (1.49 mL, 15 mmol) in methanol to give E/Z-6-chloro-3-cyclopent-1-enylmethylene-1,3-dihydro-indol-2-one as a yellow solid (Yield 1.13 g, 30%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217051B2
Source datasetuspto-grants-2012_07
ORD IDord-70d16a9661234fd598d37a6bdf73221e
Source noteuspto-grants-2012_07