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Methanesulfonic Acid → Methyl(4,7-dichloro-6-methoxy-1-benzothiophen-3-yl)acetate

HRID 591429
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HRID 591429 반응식
S(O)(C)(=O)=O.[Cl:6][C:7]1[C:12]([O:13][CH3:14])=[CH:11][C:10]([Cl:15])=[CH:9][C:8]=1[S:16][CH2:17][C:18](=O)[CH2:19][C:20]([O:22][CH3:23])=[O:21]>>[CH3:23][O:22][C:20](=[O:21])[CH2:19][C:18]1[C:9]2[C:10]([Cl:15])=[CH:11][C:12]([O:13][CH3:14])=[C:7]([Cl:6])[C:8]=2[S:16][CH:17]=1
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참가 물질

3

반응물 2

HCID 6395Methanesulfonic AcidHCID 89767715Methyl 4-((2,5-dichloro-3-methoxyphenyl)sulfanyl)-3-oxobutanoate

생성물 1

HCID 121003519Methyl(4,7-dichloro-6-methoxy-1-benzothiophen-3-yl)acetate수율 85%

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온도
0 °C

실험 절차

MsOH (4.5 mL) was added to methyl 4-((2,5-dichloro-3-methoxyphenyl)sulfanyl)-3-oxobutanoate (1.03 g) at 0° C. The mixture was stirred at 0° C. for 10 min and then at room temperature for 1.5 h. The mixture was poured into ice water and extracted with EtOAc. The organic layer was separated, washed successively with saturated aqueous NaHCO3 and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give a solid. The solid was washed with hexane to give the title compound (0.827 g).

후처리

  1. waitat room temperature for 1.5 h
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed successively with saturated aqueous NaHCO3 and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)
  8. customto give a solid
  9. washThe solid was washed with hexane

출처 및 근거

ORD 기록
ord-f2f4d4bd6ba749c084b5011b2e91e806
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238639B2

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