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Acetophenone → Acetophenonoxime

HRID 132325
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HRID 132325 반응식
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=O)[CH3:2].Cl.[NH2:11][OH:12].[OH-].[Na+]>CO>[C:1](=[N:11][OH:12])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7410AcetophenoneHCID 14798Sodium Hydroxide2회HCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 69185Acetophenonoxime수율 76%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Acetophenone (5.0 mL, 43 mmol) was dissolved in methanol (50 mL). Hydroxylamine hydrochloride (6.1 g, 88 mmol) was added to the mixture followed by 10N sodium hydroxide (10 mL, 100 mmol). Reaction was stirred at room temperature for 20 minutes. 10N Sodium hydroxide (5 mL, 50 mmol) was added to the mixture. Reaction was heated at reflux for 1 hour. Mixture was cooled to room temperature and stirred for 4 hours. Reaction mixture was concentrated in vacuo. Residue was treated with water. Mixture was extracted 2× diethyl ether. Combined extracts were washed 1× water, 1× brine. Organic layer was dried (magnesium sulfate), filtered and concentrated. Title compound was obtained as white solid in 76% yield. MS m/e (M+H)+=136.0.

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후처리

  1. customReaction
  2. customReaction
  3. temperaturewas heated
  4. temperatureat reflux for 1 hour
  5. temperatureMixture was cooled to room temperature
  6. stirringstirred for 4 hours
  7. customReaction mixture
  8. concentrationwas concentrated in vacuo
  9. additionResidue was treated with water
  10. extractionMixture was extracted 2× diethyl ether
  11. washCombined extracts were washed 1× water, 1× brine
  12. dry with materialOrganic layer was dried (magnesium sulfate)
  13. filtrationfiltered
  14. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e6c8081b6d984884b658c97522b2f314
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07384931B2

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