반응 #674288

반응 방정식

NH4Cl

NaBH4

2′,6′-dichloro-5′-fluoroacetophenone

NaBH4

→

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

수율 105.2%

용매

MeOH

반응 조건

후처리

1. 1
   온도to warm to room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 30 min
3. 3
   농축The reaction solution was concentrated
4. 4
   기타to remove the solvent
5. 5
   기타to give the residue
6. 6
   추출The aqueous phase was then extracted with EtOAc (3×65 mL)
7. 7
   세척The combined organic phase was washed with H2O (50 mL) and brine (50 mL)
8. 8
   건조dried over anhydrous Na2SO4
9. 9
   농축concentrated by evaporation in vacuo

실험 절차

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.

출처