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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504557Generated: October 27, 2026

Pyrrolidine → Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-ethyl-butyric acid methyl ester

https://huagongshe.com/reaction/504557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant6-Chloro-1,3-dihydroindol-2-oneHCID 736344—
Reactant2-(4-Chloro-2-formyl-phenoxy)-2-ethyl-butyric acid methyl esterHCID 59428099—
SolventMethanolHCID 887—
ProductZ-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-ethyl-butyric acid methyl esterHCID 8663208877.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

To the mixture of 6-chlorooxindole (8.3 g, 49.7 mmol) and 2-(4-chloro-2-formyl-phenoxy)-2-ethyl-butyric acid methyl ester (13 g, 45.8 mmol) in methanol (200 mL) was added pyrrolidine (4.1 mL, 49.7 mmol) dropwise. The mixture was then heated at 70° C. for 2 h. After cooled to room temperature, the mixture was filtered and the precipitate was collected, dried to give the title compound as a yellow solid (15.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776875B2
Source datasetuspto-grants-2010_08
ORD IDord-a65f14c17d2a4cef8c98d6f4ba9e5849
Source noteuspto-grants-2010_08