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

HRID 2412408ノート

反応式

HRID 2412408 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
25 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-79add22fec9140e1810bca6c48ad4cb5
出典データセット
uspto-grants-1985_01
特許番号
US04492693

反応ノート

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