Acetic Acid → [3-(3,5-Dimethyl-4-isoxazolyl)-4-(methyloxy)phenyl]amine

HRID 1042975ノート

反応式

HRID 1042975 の反応式
[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[CH:9][C:8]=2[O:16][CH3:17])=[C:5]([CH3:18])[O:4][N:3]=1.CC(O)=O>C(O)C.[Pd]>[CH3:1][C:2]1[C:6]([C:7]2[CH:12]=[C:11]([CH:10]=[CH:9][C:8]=2[O:16][CH3:17])[NH2:13])=[C:5]([CH3:18])[O:4][N:3]=1

参加物

5

反応物 2

HCID 176Acetic AcidHCID 574655703,5-Dimethyl-4-[2-(methyloxy)-5-nitrophenyl]isoxazole

生成物 1

HCID 57465571[3-(3,5-Dimethyl-4-isoxazolyl)-4-(methyloxy)phenyl]amine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 3,5-dimethyl-4-[2-(methoxy)-5-nitrophenyl]isoxazole (for a preparation see intermediate 3, 1.7 g, 6.85 mmol, 1 eq.) in ethanol (170 ml), was added Pd/C (10% on carbon, 85 mg) and the reaction was stirred under hydrogen for 4 h. AcOH (1.7 ml) was added and the reaction was hydrogenated for 20 h. After filtration, the solvent was evaporated in vacuo. The crude compound was dissolved into DCM and washed with saturated aqueous Sodium hydrogen carbonate, dried over Na2SO4, filtered and evaporated. The title compound was obtained as a red oil (1.38 g, 88%). GC/MS m/z: 218.

後処理

  1. waitthe reaction was hydrogenated for 20 h
  2. filtrationAfter filtration
  3. customthe solvent was evaporated in vacuo
  4. dissolutionThe crude compound was dissolved into DCM
  5. washwashed with saturated aqueous Sodium hydrogen carbonate
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

出典と根拠

ORDレコード
ord-238f16b1c8054d3b9fdea269baeb7259
出典データセット
uspto-grants-2013_10
特許番号
US08557984B2

反応ノート

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