반응 #1225

반응 방정식

water

sodium hydride

methyl 4-iodo-2-pyrrolecarboxylate

iodomethane

→

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

용매

DMF

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for two hours
2. 2
   추출extracted with ethyl ether
3. 3
   기타the organic phase decanted
4. 4
   건조dried over magnesium sulfate
5. 5
   기타evaporated
6. 6
   기타The residue obtained
7. 7
   기타was purified by chromatography on a silica column
8. 8
   세척eluted with a mixture of dichloromethane and hexane (40/60)
9. 9
   기타4.5 g (65%) of methyl N-methyl-4-iodo-2-pyrrolecarboxylate of melting point 64°-65° C. were recovered

실험 절차

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.

출처