Hydroxylamine HCl → HCID 86759069, 화합물

HRID 1358156노트

반응식

HRID 1358156 반응식
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][CH2:11][CH3:12])=[CH:5][CH:4]=1.[Cl-].[OH:15][NH3+:16].C([O-])(=O)C.[Na+]>C(O)C.O>[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[N:16][OH:15])[CH2:10][CH2:11][CH3:12])=[CH:5][CH:4]=1

참가 물질

6

반응물 3

HCID 21645Hydroxylamine HClHCID 517045Sodium AcetateHCID 18183644HCID 18183644, 화합물

생성물 1

HCID 86759069HCID 86759069, 화합물

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

9.72 g (50 mmol) of 1-(4-Methylsulfanyl-phenyl)-butane-1-one is dissolved in hot ethanol. Then a solution of hydroxylammonium chloride (3.58 g, 51.5 mmol) and sodium acetate (7.0 g, 85 mmol) in 20 ml of water is added, and the reaction solution is stirred at 100° C. for 4 hrs. After cooling and concentrating, water is added. The crude product is extracted with ethyl acetate, washed with brine, dried over MgSO4, and concentrated. The residue is purified by column chromatography on silica gel with ethyl acetate-hexane (20:80) as an eluent. The structure is confirmed by the 1H-NMR spectrum (CDCl3). δ[ppm]: 0.98 (t, 3H), 1.54-1.64 (m, 2H), 2.50 (s, 3H), 2.76 (t, 2H), 7.24 (d, 2H), 7.54 (d, 2H), 7.98 (s, 1H).

후처리

  1. temperatureAfter cooling
  2. concentrationconcentrating
  3. additionwater is added
  4. extractionThe crude product is extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customThe residue is purified by column chromatography on silica gel with ethyl acetate-hexane (20:80) as an eluent

출처 및 근거

ORD 기록
ord-9c3a7e05a2914a8592ad8ebf384207b8
출처 데이터셋
uspto-grants-2003_07
특허 번호
US06596445B1

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