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

HRID 603405ノート

反応式

HRID 603405 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-2f1ba6308d5c41e3ad5862a4a69de2e1
出典データセット
uspto-grants-2011_03
特許番号
US07906653B2

反応ノート

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