Reacción #63977

Ecuación de reacción

magnesium

propyl bromide

ether

1-(4-Chlorophenyl)-1-cyclobutanecarbonitrile

1-(3,4-dichlorophenyl)cyclobutanecarbonitrile

ether

ether

hydrochloric acid

→

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

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture heated
2. 2
   Temperaturaunder reflux for eighteen hours
3. 3
   TemperaturaThe mixture was cooled
4. 4
   workup.STIRRINGThe resulting mixture was stirred
5. 5
   Temperaturaunder reflux for ten hours
6. 6
   Extracciónextracted with ether
7. 7
   ExtracciónThe ether extract

Procedimiento

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.

Fuente