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Ethanol → Benzyl 3-aminobenzyl(methyl)carbamate

HRID 735653
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인쇄 미리보기

반응식

HRID 735653 반응식
[CH3:1][N:2]([CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([N+:20]([O-])=O)[CH:15]=1)[C:3](=[O:12])[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CCO.O>[Fe].CC(O)=O>[NH2:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[CH2:13][N:2]([CH3:1])[C:3](=[O:12])[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 702EthanolHCID 962WaterHCID 57842906benzyl N-methyl-N-[(3-nitrophenyl)methyl]carbamate

생성물 1

HCID 57842860Benzyl 3-aminobenzyl(methyl)carbamate수율 95.7%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

To a refluxing solution of 60A (1.7 g, 5.8 mmol), EtOH (60 mL), water (15 mL) and AcOH (4 mL) was added portion-wise Fe powder (1.63 g, 29.0 mmol) over 30 min. The mixture was heated for 45 min. before cooling to ambient temperature and filtered through celite. Filtrate concentrated in vacuo to afford 60B (1.5 g, 95%) as an oil. 1H NMR (400 MHz, CDCl3) δ ppm 1.25-1.41 (m, J=4.39 Hz, 3 H) 2.27 (s, 3 H) 2.61 (s, 2 H) 2.92 (s, 2 H) 4.22 (s, 2 H) 4.64 (s, 1 H) 6.84-7.56 (m, 12 H)

후처리

  1. temperatureThe mixture was heated for 45 min.
  2. filtrationfiltered through celite
  3. concentrationFiltrate concentrated in vacuo

출처 및 근거

ORD 기록
ord-bd30c7d78bf649b8950a4bc79eafa0c9
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592331B2

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