Water → 1-(2,4-Dihydroxy-3-propylphenyl)ethanone oxime

HRID 603405노트

반응식

HRID 603405 반응식
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([OH:11])[CH:5]=[CH:4][C:3]=1[C:12](=O)[CH3:13].Cl.[NH2:16][OH:17].C([O-])(=O)C.[Na+].O>CCO>[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([OH:11])[CH:5]=[CH:4][C:3]=1[C:12](=[N:16][OH:17])[CH3:13]

참가 물질

6

반응물 4

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

생성물 1

HCID 1363886031-(2,4-Dihydroxy-3-propylphenyl)ethanone oxime수율 95.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(2,4-dihydroxy-3-propylphenyl)ethanone (1.50 g, 7.72 mmol), hydroxylamine hydrochloride (1.61 g, 23.2 mmol), and anhydrous sodium acetate (1.90 g, 23.2 mmol) were combined in EtOH (30 mL) and stirred under reflux for 15 h. After cooling to rt, water (20 mL) was added, the EtOH was removed under reduced pressure and the aqueous phase was extracted with EtOAc (2×). The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure to give 1.54 g (95%) of the title compound as a light-green solid. 1H NMR (400 MHz, CDCl3): δ 0.93 (t, 3H), 1.52 (m, 2H), 2.23 (s, 3H), 2.60 (t, 2H), 6.32 (d, 2H), 7.12 (d, 2H).

후처리

  1. temperatureunder reflux for 15 h
  2. customthe EtOH was removed under reduced pressure
  3. extractionthe aqueous phase was extracted with EtOAc (2×)
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-2f1ba6308d5c41e3ad5862a4a69de2e1
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07906653B2

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