Reaktion #82105

Reaktionsgleichung

6-methyl-2-(2'-cyanophenyl)-naphthalene

N-bromosuccinimide

→

6-bromomethyl-2(2'-cyanophenyl)-naphthalene

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturis heated at 110° for 4 hours
2. 2
   SonstigeThe cooled reaction mixture
3. 3
   Extraktionis extracted twice with 45 ml of 2N sodium hydroxide solution each time
4. 4
   ExtraktionThe aqueous phases are then extracted with 50 ml of CH2Cl2 in each case
5. 5
   TrocknenThe combined organic phases are dried over MgSO4
6. 6
   SonstigeAfter removing the solvent in vacuo
7. 7
   Sonstigethe crude product is recrystallised from toluene/hexane

Vorschrift

A mixture of 6.30 g of 6 g of 6-methyl-2-(2'-cyanophenyl)-naphthalene, 4.60 g of N-bromosuccinimide and 0.085 g of azoisobutyronitrile in 70 ml of carbon tetrachloride is heated at 110° for 4 hours. The cooled reaction mixture is extracted twice with 45 ml of 2N sodium hydroxide solution each time. The aqueous phases are then extracted with 50 ml of CH2Cl2 in each case. The combined organic phases are dried over MgSO4. After removing the solvent in vacuo, the crude product is recrystallised from toluene/hexane and yields 6-bromomethyl-2(2'-cyanophenyl)-naphthalene, m.p. 171°-172°.

Quelle