反応 #674288

反応方程式

NH4Cl

NaBH4

2′,6′-dichloro-5′-fluoroacetophenone

NaBH4

→

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

収率 105.2%

溶媒

MeOH

反応条件

後処理

1. 1
   温度to warm to room temperature
2. 2
   workup.STIRRINGstirred at room temperature for 30 min
3. 3
   濃縮The reaction solution was concentrated
4. 4
   その他to remove the solvent
5. 5
   その他to give the residue
6. 6
   抽出The aqueous phase was then extracted with EtOAc (3×65 mL)
7. 7
   洗浄The combined organic phase was washed with H2O (50 mL) and brine (50 mL)
8. 8
   乾燥dried over anhydrous Na2SO4
9. 9
   濃縮concentrated by evaporation in vacuo

実験手順

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.

出典