Ammonium formate → Methyl 2,3-diamino-4-(trifluoromethyl)benzoate

HRID 1698602노트

반응식

HRID 1698602 반응식
[NH2:1][C:2]1[C:11]([N+:12]([O-])=O)=[C:10]([C:15]([F:18])([F:17])[F:16])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C([O-])=O.[NH4+]>C(O)C.[Pd]>[NH2:1][C:2]1[C:11]([NH2:12])=[C:10]([C:15]([F:16])([F:17])[F:18])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 67272484Methyl 2-amino-3-nitro-4-(trifluoromethyl)benzoate

생성물 1

HCID 67273073Methyl 2,3-diamino-4-(trifluoromethyl)benzoate수율 100%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

To a stirring solution of methyl 2-amino-3-nitro-4-(trifluoromethyl)benzoate (5.80 g, 0.022 mol), ammonium formate (30.0 g, 0.476 mol) in ethanol (300 ml) was added 10% palladium on carbon (500 mg) at room temperature and stirred for 2 h. Insoluble was filtered off and filtrates were concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate. The extracts were washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel with a 20% ethyl acetate/n-hexane to give 5.10 g (0.022 mol, 99%) of the title compound as a yellow powder.

후처리

  1. filtrationInsoluble was filtered off
  2. concentrationfiltrates were concentrated in vacuo
  3. additionThe residue was diluted with water
  4. extractionextracted with ethyl acetate
  5. washThe extracts were washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by column chromatography on silica gel with a 20% ethyl acetate/n-hexane

출처 및 근거

ORD 기록
ord-5c4a8b6ecd3e4743af42d5f4fd53f7fa
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163935B2

반응 노트

불러오는 중…