Reaktion #63977

Reaktionsgleichung

magnesium

propyl bromide

ether

1-(4-Chlorophenyl)-1-cyclobutanecarbonitrile

1-(3,4-dichlorophenyl)cyclobutanecarbonitrile

ether

ether

hydrochloric acid

→

1-butyryl-1-(4-chlorophenyl)cyclobutane

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture heated
2. 2
   Temperaturunder reflux for eighteen hours
3. 3
   TemperaturThe mixture was cooled
4. 4
   workup.STIRRINGThe resulting mixture was stirred
5. 5
   Temperaturunder reflux for ten hours
6. 6
   Extraktionextracted with ether
7. 7
   ExtraktionThe ether extract

Vorschrift

1-(4-Chlorophenyl)-1-cyclobutanecarbonitrile (15 g) prepared in a similar manner to the 1-(3,4-dichlorophenyl)cyclobutanecarbonitrile of Example 1 in dry ether (50 ml) was added to the product of the reaction between magnesium turnings (3.18 g) and propyl bromide (15.99 g) in dry ether (50 ml). The ether was replaced by tetrahydrofuran and the mixture heated with stirring under reflux for eighteen hours. The mixture was cooled and ice and then concentrated hydrochloric acid (52 ml) added. The resulting mixture was stirred under reflux for ten hours and extracted with ether. The ether extract yielded a residue from which 1-butyryl-1-(4-chlorophenyl)cyclobutane (b.p. 106°-108°/0.3 mm Hg) was distilled.

Quelle