Methanol → Methyl 5-chlorothiophene-2-carboxylate

HRID 1961003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1961003
[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

Komponenten

4

Edukt 3

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

Produkt 1

HCID 589473Methyl 5-chlorothiophene-2-carboxylate

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

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)+.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-8a870296d64f40c583b1d74acc462f10
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410158B2

Notizen zur Reaktion

Wird geladen…