2-(4-Bromophenyl)-N-methoxy-N-methylacetamide → 1-(4-Bromophenyl)butan-2-one
Reaktionsgleichung
[CH2:1]([Mg]Cl)[CH3:2].[Br:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13](N(OC)C)=[O:14])=[CH:8][CH:7]=1>C1COCC1>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][C:13](=[O:14])[CH2:1][CH3:2])=[CH:8][CH:7]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
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)+.
Aufarbeitung
- customTo a round bottom flask contained
- customwas quenched with sat. NH4Cl
- extractionextracted with EtOAc (3×20 mL)
- washThe organic layer washed with brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated
- customPurification via flash chromatography (0-30% EtOAc/hexanes)
Quellen und Nachweise
- ORD-Eintrag
- ord-684d985317904d0b8ae9ba32c7a12fa3
- Quelldatensatz
- uspto-grants-2009_09
- Patentnummer
- US07592331B2
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