HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 1-methyl-1H-indole-7-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Indole-7-carboxaldehyde | HCID 2734629 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-methyl-1H-indole-7-carbaldehyde | HCID 11040979 | — |
Reaction Steps
To a solution of indole-7-carboxaldehyde (500 mg, 3.45 mmol) in DMF (8 mL) was added sodium hydride (152 mg of 60% dispersion in oil, 3.8 mmol). The mixture was stirred for 30 mins. Methyl iodide (0.98 g, 6.9 mmol) was then added and the mixture was stirred for 2 hrs. Ethyl acetate (200 mL) was added and solution was washed with H2O (3×20 mL) and brine (25 mL) dried over MgSO4 and concentrated to afford N-methylindole-7-carboxaldehyde as a brown oil which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879872B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-a998fb55a429456aa69f41c2800f5c96 |
| Source note | uspto-grants-2011_02 |