Réaction #674288

Équation de réaction

NH4Cl

NaBH4

2′,6′-dichloro-5′-fluoroacetophenone

NaBH4

→

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

Rendement 105.2%

Solvants

MeOH

Conditions de réaction

Traitement

1. 1
   Températureto warm to room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 30 min
3. 3
   ConcentrationThe reaction solution was concentrated
4. 4
   Autreto remove the solvent
5. 5
   Autreto give the residue
6. 6
   ExtractionThe aqueous phase was then extracted with EtOAc (3×65 mL)
7. 7
   LavageThe combined organic phase was washed with H2O (50 mL) and brine (50 mL)
8. 8
   Séchagedried over anhydrous Na2SO4
9. 9
   Concentrationconcentrated by evaporation in vacuo

Mode opératoire

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.

Source