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

HRID 490688노트

반응식

HRID 490688 반응식
[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]

참가 물질

4

반응물 1

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

생성물 2

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

시약·촉매·용매 1

HCID 6395Methanesulfonic Acid용매

실험 절차

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)

후처리

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

출처 및 근거

ORD 기록
ord-376bf15725554d6d8b93e98293dc63db
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07528160B2

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