Iodoethane → 2-cyclohexyl-1-ethyl-5-nitro-1H-indole

HRID 541074ノート

反応式

HRID 541074 の反応式
[CH:1]1([C:7]2[NH:8][C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([N+:16]([O-:18])=[O:17])=[CH:11][CH:10]=3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:19](I)[CH3:20]>CN(C=O)C.C([O-])(O)=O.[Na+]>[CH:1]1([C:7]2[N:8]([CH2:19][CH3:20])[C:9]3[C:14]([CH:15]=2)=[CH:13][C:12]([N+:16]([O-:18])=[O:17])=[CH:11][CH:10]=3)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

5

反応物 2

HCID 6340IodoethaneHCID 672849682-cyclohexyl-5-nitro-1H-indole

生成物 1

HCID 672850022-cyclohexyl-1-ethyl-5-nitro-1H-indole収率 86%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of 2-cyclohexyl-5-nitro-1H-indole (5 g; 20.5 mmol) in DMF (100 ml) sodium hydride (50% suspension) (1 g, 20.5 mmol) was added; the mixture was left under stirring for 30 minutes, then ethyl iodide (2.5 ml; 30.8 mmol) in DMF (10 ml) was added dropwise and the resulting mixture was left under stirring at room temperature for 18 hours. The reaction mixture was poured in NaHCO3 (saturated solution, 100 ml) and stirred for 30 minutes. The solid was filtered under vacuum to give 2-cyclohexyl-1-ethyl-5-nitro-1H-indole (4.8 g) which was used without any further purification.

後処理

  1. waitthe mixture was left
  2. waitthe resulting mixture was left
  3. stirringunder stirring at room temperature for 18 hours
  4. stirringstirred for 30 minutes
  5. filtrationThe solid was filtered under vacuum

出典と根拠

ORDレコード
ord-0d09e8711b034641b4dd0c57e80f4177
出典データセット
uspto-grants-2014_10
特許番号
US08871948B2

反応ノート

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