Reaktion #346765

Reaktionsgleichung

water

aluminium chloride

5-(4-Chlorobenzoyl)pentanoyl chloride

ferrocene

→

5-(4-chlorobenzoyl)pentanoyl ferrocene

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic layer was separated
2. 2
   ExtraktionThe aqueous layer was extracted with methylene chloride
3. 3
   Waschenthe combined organic fractions were washed with water
4. 4
   Trocknendried (magnesium sulphate)
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto yield a brown solid
7. 7
   SonstigeThis was recrystallized from petroleum ether (60°-80°)

Vorschrift

5-(4-Chlorobenzoyl)pentanoyl chloride (5.2g; 0.02 mole) in methylene chloride (100 ml) and ferrocene (3.75g; 0.02 mole) were stirred at 0.5° and aluminium chloride (2.7g; 0.02 mole) was added slowly over 0.5 hr. The mixture was stirred at 0.5° for 1.5 hr then water was added. The organic layer was separated. The aqueous layer was extracted with methylene chloride and the combined organic fractions were washed with water, dried (magnesium sulphate) and evaporated to yield a brown solid. This was recrystallized from petroleum ether (60°-80°) to yield pure 5-(4-chlorobenzoyl)pentanoyl ferrocene; 3.23g (40%); mp 103°-106°.

Quelle