Azobisisobutyronitrile → 1-(5-Bromomethylpyridin-2-yl)cyclopentanecarboxlic acid ethyl ester

HRID 481402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 481402
[CH2:1]([O:3][C:4]([C:6]1([C:11]2[CH:16]=[CH:15][C:14]([CH3:17])=[CH:13][N:12]=2)[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].C1C(=O)N([Br:25])C(=O)C1.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][Br:25])=[CH:13][N:12]=2)[CH2:7][CH2:8][CH2:9][CH2:10]1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 572450121-(5-Methylpyridin-2-yl)cyclopentane carboxylic acid ethyl ester2×

Produkt 1

HCID 701035861-(5-Bromomethylpyridin-2-yl)cyclopentanecarboxlic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture containing the product of Step 2, above (44) (1 equiv.), n-bromosuccinimide (1.1 equiv.), CCl4 and a catalytic amount of azobisisobutyronitrile was heated at reflux for 4 hours, cooled to 0° C. and filtered through celite. The residue was washed well with CCl4 and the filtrate was concentrated and chromatographed on silica gel to yield the title compound (45).

Aufarbeitung

  1. temperatureat reflux for 4 hours
  2. filtrationfiltered through celite
  3. washThe residue was washed well with CCl4
  4. concentrationthe filtrate was concentrated
  5. customchromatographed on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-7289d1e66d054edab6bb6e540f7037b8
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05789415

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