Ethyl 6-(prop-1-en-2-yl)picolinate → Ethyl 6-isopropylpicolinate

HRID 706533Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 706533
[CH2:1]=[C:2]([C:4]1[N:9]=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH:6][CH:5]=1)[CH3:3]>CCO.[Pd]>[CH:2]([C:4]1[N:9]=[C:8]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH:6][CH:5]=1)([CH3:3])[CH3:1]

Komponenten

4

Edukt 1

HCID 67974687Ethyl 6-(prop-1-en-2-yl)picolinate

Produkt 1

HCID 67974663Ethyl 6-isopropylpicolinateAusbeute 93,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To ethyl 6-(prop-1-en-2-yl)picolinate (4.63 g, 24.2 mmol) in EtOH (50 mL) was added Pd/C (0.61 g, 0.573 mmol). The reaction mixture was purged with nitrogen three times and then with hydrogen three times. A hydrogen balloon was applied to the reaction for three hours. The reaction was then purged with N2, filtered through Celite and washed with EtOH (100 mL). Solvent was removed under reduced pressure to give 4.36 g (93%) of ethyl 6-isopropylpicolinate.

Aufarbeitung

  1. customThe reaction mixture was purged with nitrogen three times
  2. customA hydrogen balloon was applied to the reaction for three hours
  3. customThe reaction was then purged with N2
  4. filtrationfiltered through Celite
  5. washwashed with EtOH (100 mL)
  6. customSolvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-885d3dc645b0449cbbfffc6d85500b27
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174981B2

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