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

HRID 1719152Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1719152
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 hydroxide, 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-9e95fcb8a4d8469e9e3e6d78d76c5428
Quelldatensatz
uspto-grants-1985_09
Patentnummer
US04539207

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