Реакция #1225

Уравнение реакции

water

sodium hydride

methyl 4-iodo-2-pyrrolecarboxylate

iodomethane

→

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

Растворители

DMF

DMF

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for two hours
2. 2
   Экстракцияextracted with ethyl ether
3. 3
   Другоеthe organic phase decanted
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   Другоеevaporated
6. 6
   ДругоеThe residue obtained
7. 7
   Другоеwas purified by chromatography on a silica column
8. 8
   Промывкаeluted with a mixture of dichloromethane and hexane (40/60)
9. 9
   Другое4.5 g (65%) of methyl N-methyl-4-iodo-2-pyrrolecarboxylate of melting point 64°-65° C. were recovered

Методика

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.

Источник