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

HRID 591429
ノート
印刷プレビュー

反応式

HRID 591429 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

3

反応物 2

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

生成物 1

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

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-f2f4d4bd6ba749c084b5011b2e91e806
出典データセット
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09238639B2

反応ノート

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