HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 7-Bromo-3-chloro-4-methyl-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 4-Bromo-3-nitrotoluene | HCID 79224 | — |
| Reactant | 7-bromo-4-methyl-1H-indole | HCID 18752862 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-Bromo-3-chloro-4-methyl-1H-indole | HCID 22359238 | 99.3% |
Reaction Steps
4.0 g (30.0 mmol) of N-chlorosuccinimide was added to an acetonitrile solution (250 ml) containing 5.8 g (27.6 mmol) of 7-bromo-4-methyl-1H-indole synthesized from 2-bromo-5-methylnitrobenzene in the same manner as in Production Example 1a, followed by stirring at room temperature overnight. 50 ml of a 1N aqueous sodium hydroxide was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate and concentrated. Then, the residue was purified by silica gel column chromatography, to give 6.7 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07834049B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-d235fdf7bdbd4931b5e69360ffa74e6f |
| Source note | uspto-grants-2010_11 |