N-bromobutanimide → 5-Bromo-2-(1-bromoethyl)pyridine
Reaktionsgleichung
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([Br:9])=[CH:5][N:4]=1)[CH3:2].[Br:10]N1C(=O)CCC1=O>ClCCCl>[Br:10][CH:1]([C:3]1[CH:8]=[CH:7][C:6]([Br:9])=[CH:5][N:4]=1)[CH3:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A solution of 2-ethyl-5-bromopyridine (1.86 g, 10 mmol), N-bromosuccinimide (1.78 g, 10 mmol) in 1,2-dichloroethane (20 ml) was brought to reflux before the addition of azoisobutyronitrile (AIBN) (20 mg). The solution was then refluxed for a further two hours. The cooled suspension was filtered and evaporated in vacuo. Purification by column chromatography (silica gel, eluting with 1:1 dichloromethane/hexane) gave the desired product as a pale yellow oil (2.12 g, 80%).
Aufarbeitung
- temperatureThe solution was then refluxed for a further two hours
- filtrationThe cooled suspension was filtered
- customevaporated in vacuo
- customPurification
- washby column chromatography (silica gel, eluting with 1:1 dichloromethane/hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-a273fbe0a5ce4e9ba3d01fa0568a7cf2
- Quelldatensatz
- uspto-grants-2000_01
- Patentnummer
- US06015825
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