Hydrochloric Acid → 2-Methylthiophene-3-carboxylic acid

HRID 644802

Reaktionsgleichung

Reaktionsgleichung von HRID 644802
[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Na+].Cl>C(O)C.O>[CH3:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=[O:8]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10464736Ethyl 2-methylthiophene-3-carboxylate

Produkt 1

HCID 46254092-Methylthiophene-3-carboxylic acidAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Ethyl 2-methyl-3-thiophenecarboxylate (3.42 g, 20.09 mmol; see step (ii) above) was dissolved in ethanol (5 mL) to which was added a solution of sodium hydroxide (3.2145 mg, 80.362 mmol) in water (10 mL). The reaction mixture was heated under reflux for 2 h. The volume was reduced to half under reduced pressure at 40° C. and the residue was cooled with ice water. Dilute HCl was added dropwise with stirring until pH 2. The white solid material was filtered off, washed with water and dried under reduced pressure at 50° C. to give the required material (2.1850 mg, 77% yield), m.p. 115-117° C., lit. m.p. 116-117° C. (see D. W. Knight, A. P. Nott J. Chem. Soc., Perkin Trans. 1 791-794 (1983)).

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 2 h
  3. customwas reduced to half under reduced pressure at 40° C.
  4. filtrationThe white solid material was filtered off
  5. washwashed with water
  6. customdried under reduced pressure at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-f49607a9e93249daaab070e2dcce2746
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700765B2

Verknüpfte Notizen

Wird geladen…