反应 #1225

反应方程式

water

sodium hydride

methyl 4-iodo-2-pyrrolecarboxylate

iodomethane

→

methyl N-methyl-4-iodo-2-pyrrolecarboxylate

溶剂

DMF

DMF

反应条件

后处理

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for two hours
2. 2
   萃取extracted with ethyl ether
3. 3
   其他the organic phase decanted
4. 4
   干燥dried over magnesium sulfate
5. 5
   其他evaporated
6. 6
   其他The residue obtained
7. 7
   其他was purified by chromatography on a silica column
8. 8
   洗涤eluted with a mixture of dichloromethane and hexane (40/60)
9. 9
   其他4.5 g (65%) of methyl N-methyl-4-iodo-2-pyrrolecarboxylate of melting point 64°-65° C. were recovered

实验过程

780 mg (25.9 mmol) of sodium hydride (80% in oil) and 20 ml of DMF were introduced into a three-necked flask, a solution of 6.5 g (25.9 mmol) of methyl 4-iodo-2-pyrrolecarboxylate in 50 ml of DMF was added dropwise and the mixture was stirred until gaseous emission ceased. 2.1 ml (33.6 mmol) of iodomethane were then added and the mixture was stirred at room temperature for two hours. The reaction medium was poured into water, extracted with ethyl ether, the organic phase decanted, dried over magnesium sulfate and evaporated. The residue obtained was purified by chromatography on a silica column eluted with a mixture of dichloromethane and hexane (40/60). 4.5 g (65%) of methyl N-methyl-4-iodo-2-pyrrolecarboxylate of melting point 64°-65° C. were recovered.

来源