Ethyl 4-[(3-methoxyphenyl)sulfanyl]-3-oxobutanoate → 4-Methoxy-benzo[b]thiophen-3-yl-acetic acid ethyl ester

HRID 490688ノート

反応式

HRID 490688 の反応式
[CH2:1]([O:3][C:4](=[O:18])[CH2:5][C:6](=O)[CH2:7][S:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)[CH3:2]>CS(O)(=O)=O>[CH2:1]([O:3][C:4](=[O:18])[CH2:5][C:6]1[C:14]2[CH:13]=[CH:12][C:11]([O:15][CH3:16])=[CH:10][C:9]=2[S:8][CH:7]=1)[CH3:2].[CH2:1]([O:3][C:4](=[O:18])[CH2:5][C:6]1[C:10]2[C:11]([O:15][CH3:16])=[CH:12][CH:13]=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]

参加物

4

反応物 1

HCID 21816283Ethyl 4-[(3-methoxyphenyl)sulfanyl]-3-oxobutanoate

生成物 2

HCID 218162724-Methoxy-benzo[b]thiophen-3-yl-acetic acid ethyl esterHCID 21816275Ethyl 2-(6-methoxybenzo[b]thiophen-3-yl)acetate

試薬・触媒・溶媒 1

HCID 6395Methanesulfonic Acid溶媒

実験手順

4-(3-Methoxy-phenylsulfanyl)-3-oxo-butyric acid ethyl ester (10.0 g) is added to pre-cooled methanesulfonic acid (60 mL) at 0˜5° C., then the reaction mixture is allowed to warm to room temperature. After 1 h, the mixture is diluted with ice water and extracted with ethyl acetate. The combined organics are washed with brine, dried over Na2SO4, concentrated. Chromatography on silica gel elited with hexanes and ethyl acetate yields (6-methoxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester (4.8 g) and (4-methoxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester (0.8 g)

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organics are washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-376bf15725554d6d8b93e98293dc63db
出典データセット
uspto-grants-2009_05
特許番号
US07528160B2

反応ノート

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