Pyridine → 3,5-Dimethyl-4-(4-nitrophenyl)-isoxazole

HRID 450090

반응식

HRID 450090 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:14](=O)[CH3:15])[C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.NO.[N:20]1C=CC=CC=1>C(O)C>[CH3:15][C:14]1[C:10]([C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)=[C:11]([CH3:12])[O:13][N:20]=1

참가 물질

5

반응물 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 35304123-(4-Nitrophenyl)pentane-2,4-dione

생성물 1

HCID 153732593,5-Dimethyl-4-(4-nitrophenyl)-isoxazole수율 91.7%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-(4-nitrophenyl)-pentane-2,4-dione (50 mg, 0.22 mmol), hydroxylamine hydrochloride (15 mg, 0.22 mmol) and pyridine (17 mg, 0.22 mmol) in ethanol (10 ml) was heated to reflux overnight. Evaporation of the solvent gave a residue which was partitioned between water and ethyl acetate. The organic layer was separated, washed with water, then brine and dried. Evaporation to dryness yielded 3,5-dimethyl-4-(4-nitrophenyl)-isoxazole (44 mg, 90%) as solid.

후처리

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customEvaporation of the solvent
  4. customgave a residue which
  5. customwas partitioned between water and ethyl acetate
  6. customThe organic layer was separated
  7. washwashed with water
  8. dry with materialbrine and dried
  9. customEvaporation to dryness

출처 및 근거

ORD 기록
ord-477b9746117b40318123898ec5ede96c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08486962B2

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