Indole → 3-iodo-1H-indole

HRID 641884ノート

反応式

HRID 641884 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[I-:10].[K+].[OH-].[Na+]>CO.O>[I:10][C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1

参加物

5

反応物 3

HCID 798IndoleHCID 4875Potassium IodideHCID 14798Sodium Hydroxide

生成物 1

HCID 112072533-iodo-1H-indole

試薬・触媒・溶媒 1

HCID 22242641Methanol--water (1/1)溶媒

実験手順

Into a 500 mL 3-necked round bottom flask, was placed a solution of 1H-indole (10 g, 85.40 mmol) in MeOH/H2O (150/30 mL). To this was added potassium iodide (15.6 g, 93.98 mmol). To the mixture was added sodium hydroxide (3.76 g, 94.00 mmol). To the above was added 12 (23.88 g, 94.02 mmol) in several batches. The resulting solution was allowed to react, with stirring, for 3 hours while the temperature was maintained at room temperature. The reaction progress was monitored by TLC (ethyl acetate/petroleum ether=1:10). The reaction mixture was then quenched by the adding 100 mL of H2O. A filtration was performed. The filter cake was washed 3 times with 200 mL of water. This resulted in 18 g (84%) of 3-iodo-1H-indole as a light yellow solid.

後処理

  1. customInto a 500 mL 3-necked round bottom flask, was placed
  2. customto react
  3. customThe reaction mixture was then quenched by the adding 100 mL of H2O
  4. filtrationA filtration
  5. washThe filter cake was washed 3 times with 200 mL of water
  6. customThis resulted in 18 g (84%) of 3-iodo-1H-indole as a light yellow solid

出典と根拠

ORDレコード
ord-8bd8bfb8bda54ecea98a0238d14a9ae6
出典データセット
uspto-grants-2010_04
特許番号
US07696229B2

反応ノート

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