6-Bromohexanenitrile → 6-[(4,6-Diphenyl-2-pyridyl)oxy]hexanonitrile

HRID 2380329

Reaktionsgleichung

Reaktionsgleichung von HRID 2380329
[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[NH:10][C:9](=[O:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]#[N:27]>C(=O)([O-])[O-].[Ag+2].C1(C)C=CC=CC=1>[C:1]1([C:7]2[CH:12]=[C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:10]=[C:9]([O:19][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]#[N:27])[CH:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 2

HCID 810936-BromohexanenitrileHCID 38462014,6-Diphenyl-2-pyridone

Produkt 1

HCID 103374486-[(4,6-Diphenyl-2-pyridyl)oxy]hexanonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418647HCID 178418647, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The procedure of Example 4 is followed using 4,6-diphenyl-2-pyridone (6.18 g) and 6-bromohexanonitrile (6.60 g) in place of 6-bromohexanoate, silver carbonate (6.89 g) and toluene (300 cc) and the reaction mixture is refluxed for 72 hours. The material formed is purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 9.5-0.5) to obtain 6-[(4,6-diphenyl-2-pyridyl)oxy]hexanonitrile as a white solid which is used directly in subsequent reactions.

Aufarbeitung

  1. temperaturethe reaction mixture is refluxed for 72 hours
  2. customThe material formed
  3. customis purified by chromatography under pressure on silica gel (30-60 mm; eluent: n-hexane-ethyl acetate 9.5-0.5)

Quellen und Nachweise

ORD-Eintrag
ord-44227dcbed574b8394712fbb0dc59a15
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05366982

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