Methanol → Methyl 5-chlorothiophene-2-carboxylate

HRID 1961063ノート

反応式

HRID 1961063 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収率 99%

反応条件

温度
55 °C

実験手順

To a solution of 5-chloro-2-thiophenecarboxylic acid (20 g, 123 mmoles) in MeOH (200 mL) was added conc. H2SO4 (5 mL). After heating to 55° C. for 12 h, the reaction solution was concentrated and diluted with DCM (250 mL). The DCM solution was washed with aqueous NaHCO3, then H2O and dried over Na2SO4. Concentration under vacuum gave the title compound as a yellow oil (21.5 g, 99%): LCMS (ES) m/z 178 (M+H)+.

後処理

  1. concentrationthe reaction solution was concentrated
  2. additiondiluted with DCM (250 mL)
  3. washThe DCM solution was washed with aqueous NaHCO3
  4. dry with materialH2O and dried over Na2SO4
  5. concentrationConcentration under vacuum

出典と根拠

ORDレコード
ord-21e4e8b847824c68b0d3a9e48404827d
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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