Tert-butyl 2-methoxy-5-nitrophenylcarbamate → tert-butyl N-(5-amino-2-methoxyphenyl)carbamate

HRID 1014228노트

반응식

HRID 1014228 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16]>C(O)C.[Pd]>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([NH:12][C:13](=[O:19])[O:14][C:15]([CH3:16])([CH3:17])[CH3:18])[CH:5]=1

참가 물질

4

반응물 1

HCID 45790233Tert-butyl 2-methoxy-5-nitrophenylcarbamate

생성물 1

HCID 22344747tert-butyl N-(5-amino-2-methoxyphenyl)carbamate수율 91.6%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A solution of 1,1-dimethylethyl [2-(methyloxy)-5-nitrophenyl]carbamate (6 g, 22 mmol) in absolute ethanol (150 mL) was hydrogenated with 10% Pd/C (˜1.00 g, Lancaster) at 50 psi overnight. The catalyst was removed by vacuum filtration through a celite pad, rinsed with methanol, and filtrate was concentrated under reduced pressure to provide 1,1-dimethylethyl [5-amino-2-(methyloxy)phenyl]carbamate (4.8 g, 90%) as a tan solid. ESIMS (M+H)+=239.

후처리

  1. customThe catalyst was removed by vacuum filtration through a celite pad
  2. washrinsed with methanol, and filtrate
  3. concentrationwas concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-585c543811e642c08c3fded3ab78aa3e
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981903B2

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