Water → 2-m-Tolyl-isoxazolidin-3-one

HRID 1754986ノート

反応式

HRID 1754986 の反応式
[C:1]1([CH3:9])[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][OH:8])[CH:2]=1.[C:10](=[O:13])([O-])[O-].[K+].[K+].O.[C:17](OCC)(=O)[CH3:18]>CN(C)C=O>[C:1]1([CH3:9])[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:10](=[O:13])[CH2:18][CH2:17][O:8]2)[CH:2]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 196988Benzenamine, N-hydroxy-3-methyl-

生成物 1

HCID 668172992-m-Tolyl-isoxazolidin-3-one収率 73%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-Chloro-propionyl (157 μL, 1.65 mmol) was added to a mixture of N-m-tolyl-hydroxylamine (235 mg, 1.69 mmol) and potassium carbonate (223 mg, 1.69 mmol) in N,N-dimethylformamide (1.7 mL) at −10° C. The mixture was stirred at room temperature for 2.5 hours, and water and ethyl acetate were then added. The organic layer and the aqueous layer were separated, and the aqueous layer was repeatedly extracted with ethyl acetate three times. The organic layers were combined, washed with water twice and saturated brine, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give 2-m-tolyl-isoxazolidin-3-one as a pale yellow solid (213 mg, 73%).

後処理

  1. customThe organic layer and the aqueous layer were separated
  2. extractionthe aqueous layer was repeatedly extracted with ethyl acetate three times
  3. washwashed with water twice
  4. concentrationsaturated brine, and then concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-5e16d19ca812468888c7a3f5f854e856
出典データセット
uspto-grants-2015_10
特許番号
US09169254B2

反応ノート

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