Reaktion #86474

Reaktionsgleichung

EtOAc

1-(4-fluoro-3-nitrophenyl)ethanone

NaBH4

→

title compound

Ausbeute 87.1%

1-(4-fluoro-3-nitrophenyl)ethanol

Ausbeute 87.1%

Lösungsmittel

brine

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONUpon completion of the addition
2. 2
   workup.STIRRINGthe reaction mixture was stirred at rt for 10 minutes
3. 3
   SonstigeThe organic layer was separated
4. 4
   Trocknendried over MgSO4
5. 5
   Sonstigeevaporated
6. 6
   SonstigeThe resulting material was purified by flash chromatography on silica eluting with 20% to 70% EtOAc/Hexane

Vorschrift

1-(4-fluoro-3-nitrophenyl)ethanone (1.0 g, 5.46 mmol) was dissolved in MeOH (15.0 ml) and stirred over ice bath. NaBH4 (0.62 g, 16.0 mmol) was added portionwise. Upon completion of the addition, the reaction mixture was stirred at rt for 10 minutes. The reaction mixture was poured into EtOAc and brine. The organic layer was separated, dried over MgSO4 and evaporated. The resulting material was purified by flash chromatography on silica eluting with 20% to 70% EtOAc/Hexane to afford the title compound (881 mg, yield: 87%). %). 1H-NMR (400 MHz, CDCl3) δ 1.53 (d, 4H) 4.99 (dd, 1H) 7.22-7.33 (m, 1H) 7.66 (ddd, 1H) 8.09 (dd, 1H)

Quelle