Ethyl 3-(2-chloro-5,6-dimethyl-3-pyridyl)acrylate → Ethyl 3-(5,6-dimethyl-3-pyridyl)propionate

HRID 1905897Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1905897
Cl[C:2]1[C:7]([CH:8]=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:6][C:5]([CH3:15])=[C:4]([CH3:16])[N:3]=1>C(O)C.[Pd]>[CH3:15][C:5]1[CH:6]=[C:7]([CH2:8][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:2]=[N:3][C:4]=1[CH3:16]

Komponenten

4

Edukt 1

HCID 53884840Ethyl 3-(2-chloro-5,6-dimethyl-3-pyridyl)acrylate

Produkt 1

HCID 14576944Ethyl 3-(5,6-dimethyl-3-pyridyl)propionateAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 3-(2-chloro-5,6-dimethyl-3-pyridyl)acrylate (32.7 g) in ethanol (500 ml) was hydrogenated at 25°-30° and 344 kPa using palladium-on-charcoal catalyst (5%, 3 g). The mixture was filtered and the filtrate was evaporated to an oil which was partitioned between chloroform and 2N hydrochloric acid. The aqueous phase was made basic with aqueous sodium hyroxide, extracted with chloroform and the chloroform extracts were evaporated to give ethyl 3-(5,6-dimethyl-3-pyridyl)propionate (21.8 g, 80%) as an oil.

Aufarbeitung

  1. customwas hydrogenated at 25°-30°
  2. filtrationThe mixture was filtered
  3. customthe filtrate was evaporated to an oil which
  4. customwas partitioned between chloroform and 2N hydrochloric acid
  5. extractionextracted with chloroform
  6. customthe chloroform extracts were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-4dc0639fa46f45b09428d656f9784254
Quelldatensatz
uspto-grants-1987_03
Patentnummer
US04649141

Notizen zur Reaktion

Wird geladen…