Reaktion #1094671

ord-a93689e779454e00ad3b8288f53b9425

Reaktionsgleichung

CC(C)c1c[nH]c2ccc(Oc3c(Cl)cc(CBr)cc3Cl)cc12
benzyl bromide
CC(C)c1c[nH]c2ccc(Oc3c(Cl)cc(CBr)cc3Cl)cc12
4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichlorobenzyl bromide
[C-]#N.[Na+]
sodium cyanide
Cc1ccccc1
toluene
→
CC(C)c1c[nH]c2ccc(Oc3c(Cl)cc(CC#N)cc3Cl)cc12
4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichlorophenylacetonitrile

Edukte

CC(C)c1c[nH]c2ccc(Oc3c(Cl)cc(CBr)cc3Cl)cc12
benzyl bromide
CC(C)c1c[nH]c2ccc(Oc3c(Cl)cc(CBr)cc3Cl)cc12
4-(3-Isopropyl-1H-indol-5-yloxy)-3,5-dichlorobenzyl bromide
[C-]#N.[Na+]
sodium cyanide
Cc1ccccc1
toluene

Reagenzien

Keine

Lösungsmittel

CN(C)C=O.O
DMF H2O

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Analogously to the procedure of Example VIII, 1.0 g (2.42 mmol) of benzyl bromide from Example XVIII is reacted with 0.15 g (3.03 mmol) of sodium cyanide in DMF/H2O (10:1) at 50° C. in 60 min. After isolation of the crude product (distilling off DMF and quenching with ethyl acetate/water), chromatography is carried out on silica gel 60 by means of toluene.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06794406B2uspto-grants-2004_09