Hydrochloric Acid → 2-(2-Naphthyl)toluene

HRID 356835

Reaktionsgleichung

Reaktionsgleichung von HRID 356835
Br[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.Cl>C1(C)C=CC=CC=1.Cl[Ni](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH:10]=[CH:11][C:2]=1[C:3]1[CH:2]=[CH:11][CH:10]=[CH:9][C:4]=1[CH3:5]

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 113722-Bromonaphthalene

Produkt 1

HCID 210519422-(2-Naphthyl)tolueneAusbeute 172 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418751HCID 178418751, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The Grignard solution was subsequently added dropwise to a solution of 120 g (0.57 mol) of 2-bromonaphthalene and 3.5 g of bis(triphenylphosphine)nickel dichloride in 800 cm3 of toluene at such a rate that the internal temperature did not exceed 50° C. The mixture was subsequently refluxed for a further 3 hours, 500 ml of 10% strength aqueous HCl were added, the phases were separated, and the organic phase was freed from solvents in vacuo. Filtration through silica gel (hexane) gave 107 g (87%) of 25 as a colorless oil.

Aufarbeitung

  1. customdid not exceed 50° C
  2. temperatureThe mixture was subsequently refluxed for a further 3 hours
  3. customthe phases were separated
  4. filtrationFiltration through silica gel (hexane)

Quellen und Nachweise

ORD-Eintrag
ord-4120622199644d6789680e4f9027aec5
Quelldatensatz
uspto-grants-1998_11
Patentnummer
US05840644

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