Styrene → 2,6-Bis(2-phenylethenyl)naphthalene

HRID 1156255

Reaktionsgleichung

Reaktionsgleichung von HRID 1156255
[CH:1]1[C:10]2[C:5](=[CH:6][C:7]([C:11](Cl)=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:14](Cl)=O.C=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CCCC)CCCC)CCC.[CH3:38][C:39]1[CH:40]=[CH:41][C:42](C)=[CH:43][CH:44]=1>C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH:14]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[C:7]([CH:11]=[CH:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:6]=2)[CH:1]=1)=[CH:38][C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

Komponenten

6

Edukt 4

HCID 7501StyreneHCID 7622TributylamineHCID 7809P-XyleneHCID 34855962,6-Naphthalenedicarbonyl dichloride

Produkt 1

HCID 541161822,6-Bis(2-phenylethenyl)naphthaleneAusbeute 37 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 167845palladium(II) acetateKatalysator

Versuchsvorschrift

0.224 g (1 millimol) of palladium acetate, 12.65 g (50 millimols) of naphthalene-2,6-dicarboxylic acid dichloride, 13.04 g (125 millimols) of styrene and 18.53 g (100 millimols) of tri-n-butylamine in 50 ml of p-xylene are stirred for 2 hours at 120° C. The crude product is extracted in a Soxhlet and recrystallised from tetrahydrofuran. 6.1 g (37% of theory) of 2,6-distyrylnaphthalene are obtained as pale yellow crystals of melting point 294.7° C.

Aufarbeitung

  1. extractionThe crude product is extracted in a Soxhlet
  2. customrecrystallised from tetrahydrofuran

Quellen und Nachweise

ORD-Eintrag
ord-fab652c94a074619893ab6272377ede0
Quelldatensatz
uspto-grants-1982_06
Patentnummer
US04335055

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