Phenyl chloroformate → phenyl 2-(5-chloro-1H-indol-3-yl)ethylcarbamate

HRID 58557

反応式

HRID 58557 の反応式
C(N(CC)C(C)C)(C)C.Cl.[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[CH2:21][CH2:22][NH2:23].Cl[C:25]([O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:26]>ClCCl>[Cl:11][C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[CH2:21][CH2:22][NH:23][C:25](=[O:26])[O:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1

参加物

5

反応物 3

HCID 15891Phenyl chloroformateHCID 81531DiisopropylethylamineHCID 28274945-Chloro-1H-indole-3-ethylamine monohydrochloride

生成物 1

HCID 66831882phenyl 2-(5-chloro-1H-indol-3-yl)ethylcarbamate収率 88.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

N,N-diisopropylethylamine (0.745; 4.33 mmol) was added to a mixture of 2-(5-chloro-1H-indol-3-yl)ethanamine hydrochloride (0.500 g; 2.16 mmol), and phenyl chloroformate (0.406 mL; 3.25 mmol) in dichloromethane (20 mL). The solution was stirred at room temperature for 20 minutes, diluted in dichloromethane, washed with sodium hydrogen sulfate (1M, water), sodium carbonate (1M, water) and brine. The organic layer was dried and concentrated under reduced pressure to furnish 0.60 g (88%) of phenyl 2-(5-chloro-1H-indol-3-yl)ethylcarbamate as a yellow oil.

後処理

  1. washwashed with sodium hydrogen sulfate (1M, water), sodium carbonate (1M, water) and brine
  2. customThe organic layer was dried
  3. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-3d5f384e2ac2471fb8ee6a1f590b7c69
出典データセット
uspto-grants-2016_09
特許番号
US09434722B2

関連ノート

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