HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420071Generated: October 29, 2026
Boron trifluoride etherate → 7-chloro-6-methoxy-1H-indole-2,3-dione
https://huagongshe.com/reaction/420071
Participants
| Role | Name | HCID | Charge |
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| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | N-(2-chloro-3-methoxyphenyl)-2-hydroxyimino-acetamide | HCID 86633207 | — |
| Product | 7-chloro-6-methoxy-1H-indole-2,3-dione | HCID 66650527 | 63% |
Reaction Steps
Compound 102d (10.46 g, 45.74 mmol) was added portionwise to BF3.Et2O at 40° C. The mixture was then heated at 90° C. for 3 hrs. After cooling down to room temperature, the reaction mixture was poured into crushed ice and extracted with EtOAc. Organics were dried over Na2SO4, filtered, concentrated under reduced pressure, and purified by chromatography on silica gel (petroleum ether/EtOAc). The compound obtained was recrystallised from EtOH to yield compound 103d as a brown solid in 63% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093379B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-bbb350076b8b4b049e93ef0c353222ed |
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| Source note | uspto-grants-2012_01 |
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