HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 18007495, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 6-Bromoindole | HCID 676493 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18007495 | HCID 18007495 | 31.7% |
Reaction Steps
To a solution of 6-Bromoindole (1.82 g, 9 mmol) in DMF at 0° C. was added NaH (446 mg, 18 mmol). The mixture was allowed to warm to room temperature and stirred for 15 min. The reaction was then cooled to 0° C., MeSO2Cl (1.55 g, 13.5 mmol) added and the mixture stirred at this temperature for 1.5 h before being quenched with ice and diluted with ethyl acetate. The organic extract was washed with brine and dried over anhydrous Na2SO4. The crude residue was purified by flash chromatography to give the title product as a white solid (782 mg, 29% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06380242B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-b9f94523a67b43ae890a60ac8f0af064 |
| Source note | uspto-grants-2002_04 |