Tetrahydrofuran → 1-(3-Fluoro-4-methoxyphenyl)propan-1-one
Reaktionsgleichung
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[C:5]#N.[CH2:12]([Mg]Br)[CH3:13].C1C[O:19]CC1>>[F:1][C:2]1[CH:3]=[C:4]([C:5](=[O:19])[CH2:12][CH3:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]Komponenten
4
Versuchsvorschrift
To a solution of 3-fluoro-4-methoxybenzonitrile (350 mg, 2.32 mmol) in 15 mL anhydrous THF was added ethylmagnesium bromide (1 M in Et2O, 4.63 mL) at 0° C. The reaction mixture was stirred at rt overnight, then quenched with sat. NaHCO3, extracted with EtOAc, washed with brine, dried and evaporated. The residue was purified by column chromatography (eluent: petroleum ether/EtOAc=5/1) over silica gel to give the product (239 mg, 57% yield) as a yellow solid.
Aufarbeitung
- customquenched with sat. NaHCO3
- extractionextracted with EtOAc
- washwashed with brine
- customdried
- customevaporated
- customThe residue was purified by column chromatography (eluent: petroleum ether/EtOAc=5/1) over silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-0a004a23c6b942cc9d969021f2c78999
- Quelldatensatz
- uspto-grants-2016_04
- Patentnummer
- US09309211B2
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