Dimethyl(methylene)ammounium iodide → 3-dimethylaminomethyl-1H-indole-4-carboxylic acid methyl ester hydroiodide

HRID 8122

反応式

HRID 8122 の反応式
[NH:1]1[C:9]2[CH:8]=[CH:7][CH:6]=[C:5]([C:10]([O:12][CH3:13])=[O:11])[C:4]=2[CH:3]=[CH:2]1.[CH3:14][N+:15]([CH3:17])=[CH2:16].[I-:18]>C(O)(=O)C>[IH:18].[CH3:13][O:12][C:10]([C:5]1[C:4]2[C:3]([CH2:14][N:15]([CH3:17])[CH3:16])=[CH:2][NH:1][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:11]

参加物

4

反応物 2

HCID 2724133Dimethyl(methylene)ammounium iodideHCID 2733668methyl 1H-indole-4-carboxylate

生成物 1

HCID 695180113-dimethylaminomethyl-1H-indole-4-carboxylic acid methyl ester hydroiodide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
65 °C

実験手順

Methyl indole-4-carboxylate (7.0 g, 40 mmol) and Eschenmoser's salt (N,N-dimethylmethyleneammonium iodide; 7.8 g, 42 mmol) are combined in 130 ml of acetic acid. After heating at 65° C. for 2 hours, the reaction mixture is concentrated in vacuo. The resulting solid is triturated with ethyl acetate, filtered and dried in vacuo to give 3-dimethylaminomethyl-1H-indole-4-carboxylic acid methyl ester hydroiodide in quantitative yield.

後処理

  1. concentrationthe reaction mixture is concentrated in vacuo
  2. customThe resulting solid is triturated with ethyl acetate
  3. filtrationfiltered
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-c7d2f163f53541348b1ec62b194c7f1c
出典データセット
uspto-grants-2006_08
特許番号
US07087635B2

関連ノート

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