반응 #7800

반응 방정식

4-bromo-2-fluoro benzyl bromide

sodium cyanide

→

4-bromo-2-fluoro benzyl cyanide

용매

DMF

반응 조건

후처리

1. 1
   온도cooled at rt
2. 2
   기타After quenching with brine (50 mL)
3. 3
   workup.ADDITIONdiluted with EtOAc (100 mL)
4. 4
   세척the EtOAc layer was washed with brine (50 mL)
5. 5
   건조dried (MgSO4)
6. 6
   여과filtered
7. 7
   농축concentrated in vacuo
8. 8
   기타The residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)

실험 절차

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, 16.8 mmol). The reaction was stirred at 90° C. for 1 h, and cooled at rt. After quenching with brine (50 mL) and diluted with EtOAc (100 mL), the EtOAc layer was 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)+.

출처