Methyl iodide → 1-Methyl-6-(methylthio)-1H-indole
反応式
[CH3:1][S:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[CH:8][NH:9]2)=[CH:5][CH:4]=1.[H-].[Na+].[CH3:14]I>CN(C=O)C>[CH3:14][N:9]1[C:10]2[C:6](=[CH:5][CH:4]=[C:3]([S:2][CH3:1])[CH:11]=2)[CH:7]=[CH:8]1参加物
5
反応条件
- 温度
- 0 °C
実験手順
A solution of 6-methylsulfanyl-1H-indole (6.8 g, 42 mmol) in DMF (50 mL) was added to a slurry of NaH (55 mmol) in DMF(10 mL) at 0° C. over a period of 10 minutes. After stirring for 1 hour at 0° C., CH3I (4.0 ml,64 mmol) was added and the mixture stirred for 30 minutes at 0° C., then at room temperature for 1 hour, then poured into ice/H2O and extracted with EtOAc. The organic phase was washed with saturated NaCl solution, dried over MgSO4, filtered and evaporated to give 6.7 g (91.0%) of 1-methyl-6-methylsulfanyl-1H-indole as a yellow oil after flash column chromatography.
後処理
- stirringthe mixture stirred for 30 minutes at 0° C.
- waitat room temperature for 1 hour
- extractionextracted with EtOAc
- washThe organic phase was washed with saturated NaCl solution
- dry with materialdried over MgSO4
- filtrationfiltered
- customevaporated
出典と根拠
- ORDレコード
- ord-08e88a35d97e4956842d2a7a999c2e64
- 出典データセット
- uspto-grants-1999_04
- 特許番号
- US05891901
反応ノート
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