Reaction #2984

Reaction equation

KCN

3-(7-methoxy-1-naphthyl)propyl mesylate

3-(7-METHOXY-1-NAPHTHYL)PROPYL MESYLATE

→

4-(7-METHOXY-1-NAPHTHYL)BUTYRONITRILE

Solvents

DMSO

Conditions

Workup

1. 1
   Temperatureto reflux for 2 h
2. 2
   Temperatureto cool
3. 3
   ExtractionThe resulting mixture is extracted with ether
4. 4
   WashThe organic phase is washed with water
5. 5
   Dryingdried over CaCl2
6. 6
   Otherevaporated
7. 7
   OtherThe product obtained
8. 8
   Otheris recrystallized

Procedure

In a 100-cm3 flask, the 3-(7-methoxy-1-naphthyl)propyl mesylate obtained in stage D is dissolved in DMSO. KCN is added and the mixture is brought to reflux for 2 h. It is allowed to cool. It is poured into a water/ice mixture. The resulting mixture is extracted with ether. The organic phase is washed with water, dried over CaCl2 and evaporated. The product obtained is recrystallized.

Source