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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1512039Generated: October 26, 2026

Piperidine → Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-methyl-propionic acid tert-butyl ester

https://huagongshe.com/reaction/1512039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant2-(4-Chloro-2-formyl-phenoxy)-2-methyl-propionic acid tert-butyl esterHCID 57566221—
SolventMethanolHCID 887—
ProductZ-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-methyl-propionic acid tert-butyl esterHCID 6875783684%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of 2-(4-chloro-2-formyl-phenoxy)-2-methyl-propionic acid tert-butyl ester (5.17 g, 17.3 mmol) and 6-chlorooxindole (2.89 g, 17.3 mmol) were anhydrous methanol (100 mL) at room temperature was slowly added piperidine (1.7 mL, 17.3 mmol). The reaction mixture was heated at 70° C. for 0.5 h. Then the mixture was cooled to room temperature and filtered. The precipitate was dried and collected to give E/Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-methyl-propionic acid tert-butyl ester as a yellow solid (Yield 6.5 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217051B2
Source datasetuspto-grants-2012_07
ORD IDord-2ac93561c61a4e70837cc8dfd58fc651
Source noteuspto-grants-2012_07