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

HRID 8122

반응식

HRID 8122 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
65 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c7d2f163f53541348b1ec62b194c7f1c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087635B2

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