Sodium 3-methoxybenzenethiolate → Ethyl 2-methoxyimino-3-oxo-4-(3-methoxyphenylthio)butyrate

HRID 2412408노트

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HRID 2412408 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[S-:6].[Na+].[CH3:11][O:12][N:13]=[C:14]([C:20](=[O:23])[CH2:21]Br)[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(O)C.C(OCC)(=O)C>[CH3:11][O:12][N:13]=[C:14]([C:20](=[O:23])[CH2:21][S:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([O:2][CH3:1])[CH:4]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16]

참가 물질

5

반응물 2

HCID 11286628Sodium 3-methoxybenzenethiolateHCID 54053279Butanoic acid, 4-bromo-2-(methoxyimino)-3-oxo-, ethyl ester

생성물 1

HCID 53867170Ethyl 2-methoxyimino-3-oxo-4-(3-methoxyphenylthio)butyrate

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
25 °C

실험 절차

To a stirred solution of sodium 3-methoxythiophenoxide in 150 ml of ethanol (prepared by reacting 14 g of 3-methoxythiophenol with 5.94 g of sodium methoxide) were added dropwise over ten minutes 27.7 g of ethyl 2-methoxyimino-3-oxo-4-bromobutyrate. The reaction mixture was stirred at 25° C. for sixteen hours, and then the solvent was removed by evaporation under reduced pressure to give an oil. The oil was dissolved in ethyl acetate and washed several times with water. The organic layer was dried and the solvent was removed by evaporation to afford 16.28 g of ethyl 2-methoxyimino-3-oxo-4-(3-methoxyphenylthio)butyrate. NMR (CDCl3): δ1.32 (t, 3H); δ3.79 (s, 3H); δ4.05 (s, 3H), δ4.34 (q, 2H); δ6.7-7.3 (m, 4H).

후처리

  1. customthe solvent was removed by evaporation under reduced pressure
  2. customto give an oil
  3. washwashed several times with water
  4. customThe organic layer was dried
  5. customthe solvent was removed by evaporation

출처 및 근거

ORD 기록
ord-79add22fec9140e1810bca6c48ad4cb5
출처 데이터셋
uspto-grants-1985_01
특허 번호
US04492693

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