Styrene → 1-Chloro-4-(4-phenylbuta-1,3-dien-1-yl)benzene

HRID 1156256

Reaktionsgleichung

Reaktionsgleichung von HRID 1156256
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([CH:6]=[CH:7][CH2:8]Cl)=[CH:4][CH:3]=1.C=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(N(CCCC)CCCC)CCC>CC1C=CC(C)=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[C:14]1([CH:13]=[CH:8][CH:7]=[CH:6][C:5]2[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

6

Edukt 3

HCID 7501StyreneHCID 7622TributylamineHCID 53728250p-Chlorocinnamyl chloride

Produkt 1

HCID 43512301-Chloro-4-(4-phenylbuta-1,3-dien-1-yl)benzene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 167845palladium(II) acetateKatalysatorHCID 7809P-XyleneLösungsmittel

Versuchsvorschrift

0.112 g (0.5 millimol) of palladium acetate, 10.05 g (50 millimols) of 4-chlorocinnamyl chloride, 6.5 g (62.5 millimols) of styrene and 9.27 g (50 millimols) of tri-n-butylamine in 50 ml of p-xylene are stirred for 23/4 hours at 120° C. The crude product is chromatographed on silica gel in methylene chloride and is recrystallised from n-hexane. 0.5 g (4% of theory) of the above compound are obtained in the form of white crystals of melting point 161.2° C.

Aufarbeitung

  1. customThe crude product is chromatographed on silica gel in methylene chloride
  2. customis recrystallised from n-hexane
  3. custom0.5 g (4% of theory) of the above compound are obtained in the form of white crystals of melting point 161.2° C.

Quellen und Nachweise

ORD-Eintrag
ord-4924d8fb1bf2442d8b40ed0e14c0ef7b
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04335055

Verknüpfte Notizen

Wird geladen…