HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 23559703, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 12770688 | HCID 12770688 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 23559703 | HCID 23559703 | 33% |
Reaction Steps
To a solution of methyl 3-(1H-indol-2-yl)propanoate (800 mg, 3.94 mmol) in dry DMF (10 mL) was added NaH (300 mg, 7.50 mmol) at 0° C. After 15 min, MeI (0.40 mL, 6.40 mmol) was added dropwise. The mixture was stirred at room temperature for 1 h. The reaction was quenched with water (50 mL) and extracted with EA (50 mL×3). The combined organic phase was dried over sodium sulfate, filtered, and concentrated. Purification via flash chromatography then afforded the title compound (332 mg, 1.299 mmol, 85% purity, 33% yield). LCMS: rt=3.17 min, [M+H+]=218.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174968B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-7adde262ba234e189ffa20a3622d3db2 |
| Source note | uspto-grants-2015_11 |