تفاعل #7800

معادلة التفاعل

4-bromo-2-fluoro benzyl bromide

sodium cyanide

→

4-bromo-2-fluoro benzyl cyanide

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled at rt
2. 2
   أخرىAfter quenching with brine (50 mL)
3. 3
   workup.ADDITIONdiluted with EtOAc (100 mL)
4. 4
   غسيلthe EtOAc layer was washed with brine (50 mL)
5. 5
   تجفيفdried (MgSO4)
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated in vacuo
8. 8
   أخرىThe residue was purified by flash chromatography (silica gel, hexanes:EtOAc 5:1)

الإجراء التجريبي

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)+.

المصدر