1,2-Dibromobenzene → O-Terphenyl

HRID 467246

Reaktionsgleichung

Reaktionsgleichung von HRID 467246
[C:1]1(S([O-])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].Br[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1Br.[O-2].[Ca+2]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)CCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN1CCCC1=O>[C:1]1([C:13]2[C:12]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

7

Edukt 3

HCID 114141,2-DibromobenzeneHCID 2723840Benzenesulfinic acid, sodium saltHCID 6850728Calciumoxide

Produkt 1

HCID 6766O-TerphenylAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 742671,2-Bis(diphenylphosphino)ethaneKatalysatorHCID 167845palladium(II) acetateKatalysatorHCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

3.28 g (20 mmol) of sodium benzenesulfinate, 2.36 g (10 mmol) of o-dibromobenzene, 0.0255 g (0.1 mmol) of palladium acetate, 0.0478 g (0.12 mmol) of 1,2-bis(diphenylphosphino)-ethane, 6.73 g (120 mmol) of calcium oxide and 60 ml of N-methyl-2-pyrrolidone were placed in a 100 ml round bottom flask and reacted at 150° C. in a nitrogen gas stream for 8 hours. After the completion of the reaction, the reaction mixture was analyzed by means of high performance liquid chromatography. The analysis showed that 4.5 mmol (yield 45%) of o-terphenyl was formed in the reaction mixture solution.

Aufarbeitung

  1. customreacted at 150° C. in a nitrogen gas stream for 8 hours
  2. customAfter the completion of the reaction

Quellen und Nachweise

ORD-Eintrag
ord-210e0310ce3345a58d286a884dbff8f3
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05159082

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