Tert-butyl 3-(6-bromo-2-methoxypyridin-3-yl)acrylate → Tert-butyl 3-(6-bromo-2-methoxypyridin-3-yl)propanoate

HRID 70554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 70554
[Br:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[C:5]([CH:10]=[CH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[Pt]>[Br:1][C:2]1[N:7]=[C:6]([O:8][CH3:9])[C:5]([CH2:10][CH2:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 86658007Tert-butyl 3-(6-bromo-2-methoxypyridin-3-yl)acrylateHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 58452887Tert-butyl 3-(6-bromo-2-methoxypyridin-3-yl)propanoateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23939PlatinumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

10% platinum-activated carbon was added to a solution of tert-butyl 3-(6-bromo-2-methoxypyridin-3-yl)acrylate (727 mg) in ethyl acetate (7.3 mL), and the mixture was stirred for four hours in a hydrogen atmosphere. The reaction solution was filtered through celite and the filtrate was concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1) to give the title compound as a colorless oil (657 mg, 90%).

Aufarbeitung

  1. filtrationThe reaction solution was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=8:1)

Quellen und Nachweise

ORD-Eintrag
ord-4fe6d62e951d48ad984040105fe6b889
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08822503B2

Notizen zur Reaktion

Wird geladen…