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

HRID 58557

반응식

HRID 58557 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3d5f384e2ac2471fb8ee6a1f590b7c69
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434722B2

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