Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 22247351 | HCID 22247351 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 22247294 | HCID 22247294 | 70.3% |
Reaction Steps
1-Octyl-5-bromo-6-methyl-7-nitroindoline (4.0 g) was dissolved in N-methylpyrrolidone (40 ml), and copper cyanide (1.9 g) was added, which was followed by stirring at 190° C. for 1 hr. Ethyl acetate (100 ml) and water (100 ml) were added to the reaction mixture. The insoluble matter was filtered off. The ethyl acetate layer was washed with water and dried over anhydrous sodium sulfate. Ethyl acetate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/5-1/3) to give 2.4 g of oily 1-octyl-5-cyano-6-methyl-7-nitroindoline.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06063806 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-9d6690f40951450eb906e4bc409cfbc4 |
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| Source note | uspto-grants-2000_05 |
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