Methanesulfonic Acid → Methyl(4-fluoro-6-methoxy-1-benzothiophen-3-yl)acetate

HRID 591561노트

반응식

HRID 591561 반응식
S(O)(C)(=O)=O.[F:6][C:7]1[CH:8]=[C:9]([S:15][CH2:16][C:17](=O)[CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH:10]=[C:11]([O:13][CH3:14])[CH:12]=1>O>[CH3:22][O:21][C:19](=[O:20])[CH2:18][C:17]1[C:8]2[C:7]([F:6])=[CH:12][C:11]([O:13][CH3:14])=[CH:10][C:9]=2[S:15][CH:16]=1

참가 물질

4

반응물 2

HCID 6395Methanesulfonic AcidHCID 89768091Methyl 4-((3-fluoro-5-methoxyphenyl)sulfanyl)-3-oxobutanoate

생성물 1

HCID 125474287Methyl(4-fluoro-6-methoxy-1-benzothiophen-3-yl)acetate수율 33.6%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

MsOH (13.68 mL) was added dropwise to methyl 4-((3-fluoro-5-methoxyphenyl)sulfanyl)-3-oxobutanoate (2.87 g) at 0° C. The mixture was stirred at 0° C. for 30 min. The mixture was poured into iced water and extracted with EtOAc. The organic layer was separated, washed successively with water, 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 the title compound (900 mg).

후처리

  1. extractionextracted with EtOAc
  2. customThe organic layer was separated
  3. washwashed successively with water, saturated aqueous NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

출처 및 근거

ORD 기록
ord-64e057bd6688444b9a8cb568ede9e004
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238639B2

반응 노트

불러오는 중…