Methanol → Methyl 5-chlorothiophene-2-carboxylate

HRID 1845435노트

반응식

HRID 1845435 반응식
[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

참가 물질

4

반응물 3

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

생성물 1

HCID 589473Methyl 5-chlorothiophene-2-carboxylate수율 99%

반응 조건

온도
55 °C

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-89e318ed10c2408fbf6103dffc2bda11
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08946278B2

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