Potassium Hydroxide → 2-Furancarboxylic acid, 5-methyl-

HRID 612302

Reaktionsgleichung

Reaktionsgleichung von HRID 612302
[CH3:1][C:2]1[O:6][C:5]([C:7]([O:9]C)=[O:8])=[CH:4][CH:3]=1.[OH-].[K+]>CO.O>[CH3:1][C:2]1[O:6][C:5]([C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 14797Potassium HydroxideHCID 137628Methyl 5-methyl-2-furancarboxylate

Produkt 1

HCID 747102-Furancarboxylic acid, 5-methyl-Ausbeute 94,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl 5-methyl-2-furoate (3.68 g, 26.29 mmol) in methanol (30 ml) was treated with a solution of potassium hydroxide (2.80 g, 50.0 mmol) in water (15 ml) and the mixture stirred for 2 h at room temperature. The methanol was evaporated in vacuo, the residue dissolved in water and washed with ethyl acetate. The aqueous phase was acidified with SN hydrochloric acid, and the product extracted with ethyl acetate (x3). The combined organic solutions were dried and concentrated to yield the title compound as a yellow solid (3.12 g, 94%); m.p. 110-112° C.; (Found: M+, 126.0312. C6H6O3 requires M+ 126.0317); νmax (CH2C12) 3300-2700, 1688, 1524, 1424, 1305, 1210 and 1167 cm-1 ; δH (CDCl3, 90 MHz) 2.40 (3 H, s), 6.15 (1 H, d, J 4 Hz) and 7.22 (1 H, d, J 4 Hz).

Aufarbeitung

  1. customThe methanol was evaporated in vacuo
  2. dissolutionthe residue dissolved in water
  3. washwashed with ethyl acetate
  4. extractionthe product extracted with ethyl acetate (x3)
  5. customThe combined organic solutions were dried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-876d93a4846146a4966eb33d7b266495
Quelldatensatz
uspto-grants-1999_12
Patentnummer
US06001997

Verknüpfte Notizen

Wird geladen…