反応 #1225

反応方程式

water

sodium hydride

methyl 4-iodo-2-pyrrolecarboxylate

iodomethane

→

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

溶媒

DMF

DMF

反応条件

後処理

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

実験手順

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.

出典