N-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide → N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamide

HRID 1038661

반응식

HRID 1038661 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=2)=[CH:4][C:3]=1[N+:21]([O-])=O>[Pd].C(O)C>[NH2:21][C:3]1[CH:4]=[C:5]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:17])([F:18])[F:19])[CH:11]=2)[CH:6]=[CH:7][C:2]=1[CH3:1]

참가 물질

4

반응물 1

HCID 11716802N-(4-Methyl-3-nitrophenyl)-3-(trifluoromethyl)benzamide

생성물 1

HCID 11529455N-(3-amino-4-methylphenyl)-3-(trifluoromethyl)benzamide

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A suspension of N-(4-methyl-3-nitro-phenyl)-3-trifluoromethyl-benzamide (9.91 g, 30.6 mmol) and 10% palladium on charcoal (990 mg) in ethanol (180 ml) is hydrogenated at atmospheric pressure and room temperature. After 2 h the reaction is complete, the catalyst is removed by filtration through Celite, and the filtrate is evaporated to dryness. Recrystallization of the crude product from ethyl acetate/hexanes followed by vacuum drying at 45° C. overnight affords the title compound as fluffy light grey needles: HPLC: tR=5.38 min (purity: >99%, gradient A), ESI-MS: 295.3 [MH]+

후처리

  1. customis hydrogenated at atmospheric pressure and room temperature
  2. customthe catalyst is removed by filtration through Celite
  3. customthe filtrate is evaporated to dryness
  4. customRecrystallization of the crude product from ethyl acetate/hexanes
  5. customdrying at 45° C. overnight

출처 및 근거

ORD 기록
ord-ad0394b2d54c4b50925131c22bea3b2f
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552002B2

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