Reaktion #674288

Reaktionsgleichung

NH4Cl

NaBH4

2′,6′-dichloro-5′-fluoroacetophenone

NaBH4

→

(±)1-(2,6-dichloro-3-fluorophenyl)ethanol

Ausbeute 105.2%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 30 min
3. 3
   EinengenThe reaction solution was concentrated
4. 4
   Sonstigeto remove the solvent
5. 5
   Sonstigeto give the residue
6. 6
   ExtraktionThe aqueous phase was then extracted with EtOAc (3×65 mL)
7. 7
   WaschenThe combined organic phase was washed with H2O (50 mL) and brine (50 mL)
8. 8
   Trocknendried over anhydrous Na2SO4
9. 9
   Einengenconcentrated by evaporation in vacuo

Vorschrift

To a solution of 2′,6′-dichloro-5′-fluoroacetophenone (10.4 g, 50 mmol) in MeOH (anhydrous, 80 mL) was added NaBH4 (3.78 g, 100 mmol) in portions at 0° C. After the addition of NaBH4, the solution was stirred at 0° C. for 10 min, then allowed to warm to room temperature and stirred at room temperature for 30 min. The reaction solution was concentrated to remove the solvent to give the residue. A saturated solution of NH4Cl (60 mL) was added slowly. The aqueous phase was then extracted with EtOAc (3×65 mL). The combined organic phase was washed with H2O (50 mL) and brine (50 mL), dried over anhydrous Na2SO4, concentrated by evaporation in vacuo to afford (±)1-(2,6-dichloro-3-fluorophenyl)ethanol (11 g, 100%) as a colorless oil.

Quelle