Hydrochloric Acid → 5-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acid

HRID 1088855Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1088855
[CH3:1][O:2][C:3]1[C:4]([O:12][CH3:13])=[C:5](C=C(Cl)C=1)C=O.[C:14]([O:19]CC)(=[O:18])/[CH:15]=[CH:16]/[CH3:17].[CH3:22][C:23]([CH3:26])([O-])[CH3:24].[K+].[ClH:28]>CN1CCCC1=O>[CH3:1][O:2][C:3]1[CH:22]=[C:23]([CH:26]=[CH:17][CH:16]=[CH:15][C:14]([OH:19])=[O:18])[CH:24]=[C:5]([Cl:28])[C:4]=1[O:12][CH3:13]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 429065Ethyl trans-crotonateHCID 41722755-Chloro-2,3-dimethoxybenzaldehydeHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 542197795-(3,4-Dimethoxy-5-chlorophenyl)-2,4-pentadienoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

To a solution containing 10.0 g of dimethoxy-5-chlorobenzaldehyde and 8.3 ml of ethyl crotonate in 65 ml of N-methylpyrrolidone 6.7 g of potassium tert.-butoxide was added with stirring. The solution was stirred for 0.5 h more at 20° C. and the solution was poured then to a mixture of ice and hydrochloric acid and extracted with ether. The ether extract was washed with water and extracted then with NaHCO3 -solution. The aqueous phase was acidified with hydrochloric acid and the semisolid product was separated and washed with water. Yield 7.3 g (55%).

Aufarbeitung

  1. additionwas added
  2. stirringThe solution was stirred for 0.5 h more at 20° C.
  3. additionthe solution was poured
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. washwas washed with water
  7. extractionextracted
  8. customthe semisolid product was separated
  9. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-e6263416a201468591420a2156fdb527
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04963590

Notizen zur Reaktion

Wird geladen…