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

HRID 1756741

반응식

HRID 1756741 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-7c9cf26173fc4b8faa042d219230fcd1
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05442063

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