Trifluoroacetic acid → 1-Methyl-1H-indole-3-ethylamine

HRID 1749513ノート

反応式

HRID 1749513 の反応式
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH:13]C(=O)OC(C)(C)C)=[CH:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH2:13])=[CH:3]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 71202127Tert-butyl N-[2-(1-methyl-1H-indol-3-YL)ethyl]carbamate

生成物 1

HCID 234921-Methyl-1H-indole-3-ethylamine収率 85.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of tert-butyl (2-(1-methyl-1H-indol-3-yl)ethyl)carbamate (1.29 g, 4.71 mmol) in DCM (15 mL) was added TFA (7 mL) at ˜0° C. to 5° C. The resulting reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated to give the crude product which was diluted with DCM and washed with sodium bicarbonate aqueous solution. The organic layer was washed with brine, dried and concentrated to give the desired product (700 mg, 4.02 mmol, 85% yield) as yellow oil. MS (ESI) m/z 175.1 [M+H]+.

後処理

  1. customThe resulting reaction mixture
  2. concentrationThe reaction mixture was concentrated
  3. customto give the crude product which
  4. washwashed with sodium bicarbonate aqueous solution
  5. washThe organic layer was washed with brine
  6. customdried
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-5faad02c97c942e18f1d277cdf32f2f7
出典データセット
uspto-grants-2015_10
特許番号
US09156798B2

反応ノート

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