HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → HCID 70980248, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 58221859 | HCID 58221859 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70980248 | HCID 70980248 | 80.2% |
Reaction Steps
NaH (60% dispersion in mineral oil, 60 mg, 1.5 mmol) was added to a solution of 6-bromo-3-hydroxymethyl-3-methyl-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (360 mg, 1.05 mmol) in dry DMF (5 mL). After 10 minutes MeI (66 μL, 1.1 mmol) was added and the stirring was maintained for 2 h. The reaction was quenched with water and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo. Chromatography (20% EtOAc in 40-60 petroleum ether) gave the title compound (300 mg) as a colourless liquid. MS: [M−tBu]+=300.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09018214B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-acf088939b58487a9b4b3b87f0738cea |
| Source note | uspto-grants-2015_04 |