HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-Bromophenyl)-N-methoxy-N-methylacetamide → 1-(4-Bromophenyl)butan-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-Bromophenyl)-N-methoxy-N-methylacetamide | HCID 18946899 | — |
| Reactant | HCID 178461633 | HCID 178461633 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Bromophenyl)butan-2-one | HCID 15419693 | 65% |
Reaction Steps
To a round bottom flask contained EtMgCl (10 mL, 2M in THF, 20 mmol) at 0° C., was added a solution of 70A (516 mg, 2 mmol) in 10 mL THF. The solution was stirred at rt for 30 min, then was quenched with sat. NH4Cl and extracted with EtOAc (3×20 mL). The organic layer washed with brine, dried (Na2SO4) and concentrated. Purification via flash chromatography (0-30% EtOAc/hexanes) afforded 70B (288 mg, 65%). MS (ESI) m/z 227.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592331B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-684d985317904d0b8ae9ba32c7a12fa3 |
| Source note | uspto-grants-2009_09 |