HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl Bromide → 1-benzyl-2-methyl-5-nitro-1H-indole-3-carboxaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-methyl-5-nitro-1H-indole-3-carbaldehyde | HCID 609359 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-benzyl-2-methyl-5-nitro-1H-indole-3-carboxaldehyde | HCID 2838253 | 83.2% |
Reaction Steps
To a solution of 2-methyl-5-nitro-1H-indole-3-carboxaldehyde (500 mg, 2.45 mmol) in DMF (5 ml) was added potassium carbonate (1.0 g, 7.35 mmol) and benzyl bromide (0.44 ml, 3.68 mmol). The mixture was stirred at room temperature for 4 h, diluted with EtOAc, washed with H2O, brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was triturated with Et2O-hexane to yield 1-benzyl-2-methyl-5-nitro-1H-indole-3-carboxaldehyde (Compound 50) as a yellow solid (600 mg, 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737173B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-02e4b9ab0bf74da998fa4be994fe94f7 |
| Source note | uspto-grants-2010_06 |