HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → N-(4-Bromophenyl)-N-methyl-formamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Formamide, N-(4-bromophenyl)- | HCID 17474 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(4-Bromophenyl)-N-methyl-formamide | HCID 15004464 | — |
Reaction Steps
A solution of N-(4-bromophenyl)-formamide 50 (250 mg, 1.25 mmol) in DMF (3 mL) is added dropwise to a suspension of sodium hydride (65 mg, 1.63 mmol, 60% dispersion in mineral oil) in DMF (3 mL) at 0° C. After stirring 1 h, iodomethane (113 μl, 1.63 mmol) is added, the reaction mixture warmed to RT and stirred 16 h. The reaction is then quenched with water (10 mL) and extracted into EtOAc (3×10 mL). The combined organic phases are dried over Na2SO4 and reduced in vacuo to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273747B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-bd99bf4feda742e4a693a6a44924df6c |
| Source note | uspto-grants-2012_09 |