HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 2-(Tert-butyl)-6-nitro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | 2-(tert-Butyl)-6-nitroindoline | HCID 57470195 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-(Tert-butyl)-6-nitro-1H-indole | HCID 57470196 | 80.6% |
Reaction Steps
To a solution of 2-tert-butyl-6-nitro-2,3-dihydro-1H-indole (2.0 g, 9.1 mmol) in 1,4-dioxane (20 mL) was added DDQ at room temperature. After refluxing for 2.5 h, the mixture was filtered and the filtrate was concentrated under vacuum. The residue was purified by column chromatography to give 2-tert-butyl-6-nitro-1H-indole (1.6 g, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614327B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-778278a2fc1943408214ba7d8746c3cd |
| Source note | uspto-grants-2013_12 |