Hydrochloric Acid → (Methylphenyl)naphthalene

HRID 1004785

Reaktionsgleichung

Reaktionsgleichung von HRID 1004785
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][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>[C:2]1([C:5]2[CH:4]=[CH:3][CH:2]=[CH:11][C:6]=2[CH3:7])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 70011-Bromonaphthalene

Produkt 1

HCID 3016790(Methylphenyl)naphthaleneAusbeute 184,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418751HCID 178418751, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

The Grignard solution was subsequently added dropwise to a solution of 118 g (0.57 mol) of 1-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 solvent in vacuo. Filtration through silica gel (hexane) gave 115 g (92%) of 18 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-bcf1aa5a4863473caffd31b83bf87288
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06051727

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