Methanol → Methyl 5-chlorothiophene-2-carboxylate

HRID 1961003ノート

反応式

HRID 1961003 の反応式
[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1.OS(O)(=O)=O.[CH3:15]O>>[Cl:1][C:2]1[S:6][C:5]([C:7]([O:9][CH3:15])=[O:8])=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 950485-Chloro-2-thiophenecarboxylic acid

生成物 1

HCID 589473Methyl 5-chlorothiophene-2-carboxylate

反応条件

温度
50 °C

実験手順

To a solution of 5-chloro-2-thiophenecarboxylic acid (2.0 g, 12.3 mmol) in dry MeOH (75 mL) was added H2SO4 (1 mL). The reaction mixture was heated to 50° C. for 20 h and was then concentrated under vacuum. The residue was dissolved in DCM and washed several times with saturated NaHCO3 solution. The organic fraction was dried (Na2SO4), concentrated under vacuum and used directly without further purification 21.3 g, quant.): LC-MS (ES) m/z=177 (M+H)+.

後処理

  1. concentrationwas then concentrated under vacuum
  2. dissolutionThe residue was dissolved in DCM
  3. washwashed several times with saturated NaHCO3 solution
  4. dry with materialThe organic fraction was dried (Na2SO4)
  5. concentrationconcentrated under vacuum
  6. customused directly without further purification 21.3 g

出典と根拠

ORDレコード
ord-8a870296d64f40c583b1d74acc462f10
出典データセット
uspto-grants-2013_04
特許番号
US08410158B2

反応ノート

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