反応 #7794

反応方程式

4-bromo-2-fluoro benzyl bromide

sodium cyanide

→

4-bromo-2-fluoro benzyl cyanide

溶媒

DMF

反応条件

後処理

1. 1
   温度cooled to rt
2. 2
   その他quenched with brine (50 mL)
3. 3
   抽出After extraction with EtOAc (3×100 mL)
4. 4
   洗浄washed with brine (50 mL)
5. 5
   乾燥dried (MgSO4)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo
8. 8
   その他The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)

実験手順

To a stirred solution of 4-bromo-2-fluoro benzyl bromide (1.5 g, 5.6 mmol) in DMF (50 mL) was added sodium cyanide (0.8 g, 17 mmol). The reaction mixture was stirred at 90° C. for 1 h, cooled to rt and quenched with brine (50 mL). After extraction with EtOAc (3×100 mL), the organic layers were combined, washed with brine (50 mL), dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1) to afford 4-bromo-2-fluoro benzyl cyanide as yellow solid. MS (ESI) 307 (M+H)+.

出典