Hydroxylamine, sulfate (1:1) → (E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide

HRID 1756741

反応式

HRID 1756741 の反応式
[CH3:1][NH:2][C:3](=[O:19])[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O.S(O)(O)(=O)=O.[NH2:25][OH:26]>CO>[CH3:1][NH:2][C:3](=[O:19])/[C:4](/[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[N:25]/[OH:26]

参加物

4

反応物 2

HCID 159255Hydroxylamine, sulfate (1:1)HCID 11780091N-methyl-2-(2-phenoxyphenyl)-2-oxoacetamide

生成物 1

HCID 9816878(E)-2-(Hydroxyimino)-N-methyl-2-(2-phenoxyphenyl)acetamide収率 95.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

N-Methyl-2-(2-phenoxyphenyl)-2-oxoacetamide (2.55 g, 10 mmol) was dissolved in methyl alcohol (10 ml). Hydroxylamine sulfate (0.99 g, 12 mmol) was added, followed by heating under reflux for 3 hours. After completion of the reaction, methyl alcohol was evaporated under reduced pressure. Toluene (10 ml) and conc. hydrochloric acid (1.04 g) were added to the resulting residue (E/Z=41/59), and the mixture was stirred at room temperature for 20.5 hours. After completion of the reaction, water (300 ml) was added. The mixture was extracted with ethyl acetate (300 ml), washed with brine twice, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give (E)-N-methyl-2-(2-phenoxyphenyl)-2-hydroxyiminoacetamide (2.58 g, Yield: 95.6%, E/Z=96/4).

後処理

  1. temperatureby heating
  2. temperatureunder reflux for 3 hours
  3. customwas evaporated under reduced pressure
  4. additionToluene (10 ml) and conc. hydrochloric acid (1.04 g) were added to the resulting residue (E/Z=41/59)
  5. customAfter completion of the reaction, water (300 ml)
  6. additionwas added
  7. extractionThe mixture was extracted with ethyl acetate (300 ml)
  8. washwashed with brine twice
  9. dry with materialdried over anhydrous magnesium sulfate
  10. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-7c9cf26173fc4b8faa042d219230fcd1
出典データセット
uspto-grants-1995_08
特許番号
US05442063

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