1-Chloro-4-iodobenzene → 5-[2-(4-Chlorophenyl)-vinyl]-nicotinonitrile

HRID 606953

Reaktionsgleichung

Reaktionsgleichung von HRID 606953
C1(C)C=CC=CC=1P(C1C=CC=CC=1C)C1C=CC=CC=1C.[Cl:23][C:24]1[CH:29]=[CH:28][C:27](I)=[CH:26][CH:25]=1.[CH:31]([C:33]1[CH:34]=[N:35][CH:36]=[C:37]([CH:40]=1)[C:38]#[N:39])=[CH2:32]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.[Cu]I>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([CH:32]=[CH:31][C:33]2[CH:34]=[N:35][CH:36]=[C:37]([CH:40]=2)[C:38]#[N:39])=[CH:26][CH:25]=1

Komponenten

6

Edukt 3

HCID 125101-Chloro-4-iodobenzeneHCID 80271Tri-o-tolylphosphineHCID 670475755-Vinylnicotinonitrile

Produkt 1

HCID 670481955-[2-(4-Chlorophenyl)-vinyl]-nicotinonitrileAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

Prepare essentially as described in EXAMPLE 15 using palladium(II) acetate (0.002 g, 0.01 mmol), tri-o-tolylphosphine (0.06 g, 0.02 mmol), copper (I) iodide (0.001 g, 0.005 mmol), 1-chloro-4-iodobenzene (0.24 g, 1 mmol) and 5-vinylnicotinonitrile, (prepared essentially as described in PREPARATION 51), (0.195 g, 1.5 mmol) at 100° C. for 7 h to give the title compound (0.170 g, 70%).

Aufarbeitung

  1. customPrepare essentially
  2. custom(prepared essentially
  3. customas described in PREPARATION 51), (0.195 g, 1.5 mmol) at 100° C. for 7 h

Quellen und Nachweise

ORD-Eintrag
ord-bf805bd5f1ef42e6b63041659f94d86f
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07915424B2

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