Reacción #674288

Ecuación de reacción

NH4Cl

NaBH4

2′,6′-dichloro-5′-fluoroacetophenone

NaBH4

→

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

Rendimiento 105.2%

Disolventes

MeOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato warm to room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 30 min
3. 3
   ConcentraciónThe reaction solution was concentrated
4. 4
   Otroto remove the solvent
5. 5
   Otroto give the residue
6. 6
   ExtracciónThe aqueous phase was then extracted with EtOAc (3×65 mL)
7. 7
   LavadoThe combined organic phase was washed with H2O (50 mL) and brine (50 mL)
8. 8
   Secadodried over anhydrous Na2SO4
9. 9
   Concentraciónconcentrated by evaporation in vacuo

Procedimiento

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.

Fuente