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

HRID 450090

反応式

HRID 450090 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-477b9746117b40318123898ec5ede96c
出典データセット
uspto-grants-2013_07
特許番号
US08486962B2

関連ノート

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