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

HRID 1042975노트

반응식

HRID 1042975 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-238f16b1c8054d3b9fdea269baeb7259
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557984B2

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