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

HRID 591561ノート

反応式

HRID 591561 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-64e057bd6688444b9a8cb568ede9e004
出典データセット
uspto-grants-2016_01
特許番号
US09238639B2

反応ノート

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