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Tert-butyl methyl(3-nitrophenyl)carbamate → tert-butyl N-(3-aminophenyl)-N-methylcarbamate

HRID 1887049
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반응식

HRID 1887049 반응식
[CH3:1][N:2]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N+:16]([O-])=O)[CH:11]=1)[C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6]>[Pd].C1COCC1.CO>[NH2:16][C:12]1[CH:11]=[C:10]([N:2]([CH3:1])[C:3](=[O:9])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8])[CH:15]=[CH:14][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 11528945Tert-butyl methyl(3-nitrophenyl)carbamate

생성물 1

HCID 11492276tert-butyl N-(3-aminophenyl)-N-methylcarbamate수율 91%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21899815MeOH tetrahydrofuran용매

실험 절차

A round-bottom flask containing tert-butyl methyl(3-nitrophenyl)carbamate (19) (8.8 g, 34.9 mmol), 10% palladium on charcoal (880 mg), and THF-MeOH (80 mL/80 mL) was evacuated and flushed with hydrogen three times. The mixture was stirred vigorously overnight under an atmosphere of hydrogen. The catalyst was removed by filtration through a pad of Celite, and the filtrate evaporated to afford tert-butyl 3-aminophenyl(methyl)carbamate (20) 7 g as yellow solid (yield 91%). LC-MS (ESI): m/z (M+1) 223.

후처리

  1. customwas evacuated
  2. customflushed with hydrogen three times
  3. customThe catalyst was removed by filtration through a pad of Celite
  4. customthe filtrate evaporated

출처 및 근거

ORD 기록
ord-e4be14dfe3e7477985408fbeef8a0153
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08501724B1

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