反応 #2875

反応方程式

5-bromo-2-fluoro-benzaldehyde

sodium borohydride

→

title compound

収率 97.7%

5-Bromo-2-fluoro-benzyl alcohol

収率 97.7%

溶媒

THF

反応条件

後処理

1. 1
   その他quenched by the addition of 1N HCl
2. 2
   workup.ADDITIONThe mixture is diluted with EtOAc
3. 3
   その他the layers are separated
4. 4
   洗浄The organic layer is washed with H2O and saturated NaCl
5. 5
   乾燥The organic layer is dried over MgSO4
6. 6
   ろ過filtered
7. 7
   濃縮concentrated
8. 8
   その他The crude product is purified by column chromatography
9. 9
   洗浄eluting with 15% EtOAc/hexanes

実験手順

To a solution of 5-bromo-2-fluoro-benzaldehyde (6.10 g, 30.0 mmol) in 30 mL of THF at 0° C. is added 5 mL of sodium borohydride (2.0M solution in triglyme, 10.0 mmol). The reaction mixture is stirred at 0° C. for 25 min and then quenched by the addition of 1N HCl. The mixture is diluted with EtOAc and the layers are separated. The organic layer is washed with H2O and saturated NaCl. The organic layer is dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with 15% EtOAc/hexanes to afford the title compound (6.00 g, 29.3 mmol).

出典