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2-Azido-1-(3-(trifluoromethoxy)phenyl)ethanone → 2-Amino-1-(3-(trifluoromethoxy)phenyl)ethanone

HRID 419696
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HRID 419696 반응식
[N:1]([CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]([F:17])([F:16])[F:15])[CH:8]=1)=[O:6])=[N+]=[N-]>[Pd].C(O)C>[NH2:1][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([O:13][C:14]([F:15])([F:16])[F:17])[CH:8]=1)=[O:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 866320132-Azido-1-(3-(trifluoromethoxy)phenyl)ethanone

생성물 1

HCID 666499302-Amino-1-(3-(trifluoromethoxy)phenyl)ethanone수율 102.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

Add palladium on carbon (720 mg, 10% Pd/C, 50% water by weight) to a nitrogen purged solution of 2-azido-1-(3-(trifluoromethoxy)phenyl)ethanone (1.70 g, 6.93 mmol) in ethanol (15 mL). Purge the flask with hydrogen (balloon). Stir at room temperature overnight. Filter the mixture over Celite®, rinse the Celite® with ethanol (3×30 mL), and concentrate the filtrate in vacuo to provide crude 2-amino-1-(3-(trifluoromethoxy)phenyl)ethanone (1.56 g, 88%). 1H NMR (DMSO-d6) δ 8.56 (br s, 2H), 8.07 (m, 1H), 7.95 (s, 1H), 7.76 (m, 2H), 4.63 (s, 2H).

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후처리

  1. customPurge the flask with hydrogen (balloon)
  2. filtrationFilter the mixture over Celite®
  3. washrinse the Celite® with ethanol (3×30 mL)
  4. concentrationconcentrate the filtrate in vacuo

출처 및 근거

ORD 기록
ord-03504a7c07b34b5faeed2379ae1a668d
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093383B2

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