HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278389Generated: November 2, 2026
HCID 131733468, compound → 4-bromo-5-methyl-1H-indole
https://huagongshe.com/reaction/2278389
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | HCID 131733468 | HCID 131733468 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetic acid--water (1/1) | HCID 21899381 | — |
| Product | 4-bromo-5-methyl-1H-indole | HCID 10488635 | 20% |
Reaction Steps
[2-(2-Bromo-3-methyl-6-nitro-phenyl)vinyl]-dimethyl-amine (10 g) was dissolved in AcOH/H2O (100 mL:25 mL), cooled to 0° C. and treated with Zn (30 g) added slowly in portions. After complete addition, the reaction mixture was heated at 110° C. overnight. The mixture was diluted with water and extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated to give the crude product. The crude product was purified by silica gel column chromatography to afford the title compound (1.4 g, 20%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133180B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-e3321f709d204f7b9870ba989000862c |
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| Source note | uspto-grants-2015_09 |
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