3-Bromo-4-(hex-1-en-1-yl)pyridine → 3-Bromo-4-hexylpyridine

HRID 2390115

Reaktionsgleichung

Reaktionsgleichung von HRID 2390115
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][CH3:13]>CCOC(C)=O.[Pt](=O)=O>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Komponenten

4

Edukt 1

HCID 670080793-Bromo-4-(hex-1-en-1-yl)pyridine2×

Produkt 1

HCID 585218843-Bromo-4-hexylpyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 3-bromo-4-(hex-1-en-1-yl)pyridine (Intermediate 12; 360 mg; 1.50 mmol) and platinum dioxide (34 mg; 0.15 mmol) in EtOAc (35 mL) was hydrogenated at 7 atm for 1 hour in a PARR apparatus. The reaction mixture was filtered, evaporated and purified by flash column chromatography, eluting with cyclohexane containing increasing amounts of EtOAc, affording the title compound as a colorless liquid.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. customevaporated
  3. custompurified by flash column chromatography
  4. washeluting with cyclohexane containing
  5. temperatureincreasing amounts of EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-62c1d9b9b9674a1fa1e1a583be010cc2
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273769B2

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