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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 6-Chloro-1,3-dihydroindol-2-one | HCID 736344 | — |
| Reactant | 2-(4-Chloro-2-formyl-phenoxy)-2-ethyl-butyric acid methyl ester | HCID 59428099 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Z-2-[4-chloro-2-(6-chloro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-phenoxy]-2-ethyl-butyric acid methyl ester | HCID 86632088 | 77.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07776875B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-a65f14c17d2a4cef8c98d6f4ba9e5849 |
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| Source note | uspto-grants-2010_08 |
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