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

HRID 1698602ノート

反応式

HRID 1698602 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-5c4a8b6ecd3e4743af42d5f4fd53f7fa
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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