Water → 5-Chloro-1-methylindole
反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[OH-].[K+].I[CH3:14].O>CN(C=O)C>[CH3:14][N:7]1[C:8]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)[CH:5]=[CH:6]1参加物
6
反応条件
- 温度
- 0 °C
実験手順
To room temperature solution of 5-chloroindole (4.97 g) in dry DMF (40 mL) was added potassium hydroxide pellets (2.76 g) and stirred 1 h until most of the solid dissolved. The resulting mixture was cooled to 0° C. in an ice bath and iodomethane (2.45 mL) was added dropwise and later stirred overnight at room temperature under argon. The reaction mixture was poured into water and extracted twice with ETOAc. The combined ETOAc portions were combined, washed with water, dried over magnesium sulfate, concentrated, and flash chromatographed with 10% ETOAc/Hexane to give 1-methyl-5-chloroindole as a pink liquid (5.43 g).
後処理
- dissolutiondissolved
- extractionextracted twice with ETOAc
- washwashed with water
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
- customflash chromatographed with 10% ETOAc/Hexane
出典と根拠
- ORDレコード
- ord-f764d5d4ae964da5a8d063545527fe57
- 出典データセット
- uspto-grants-2002_11
- 特許番号
- US06479490B2
反応ノート
読み込み中…