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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 3-Chloro-2-fluorobenzaldehyde | HCID 736335 | — |
| Reactant | 6-bromo-2,3-dihydro-1H-indol-2-one | HCID 2773289 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-indol-2-one | HCID 86653940 | 94% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08088815B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-9535185db6d64eb285dba8d7b0b0a7e4 |
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| Source note | uspto-grants-2012_01 |
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