Hydrochloric Acid → 2-(2-Naphthyl)toluene

Participants

Reaction Steps

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 chloride in 800 cm3 of toluene at such a rate that the internal temperature did not exceed 50° C. Subsequently, the mixture was heated under reflux for a further 3 hours, admixed with 500 ml of 10% strength aqueous HCl, the phases were separated and the organic phase was freed of solvent under reduced pressure. Filtration through silica gel (hexane) gave 107 g (87%) of 13 as a colorless oil. 1H-NMR (100 MHz, CDCl3): 7.0-7.9 (m, 11H, arom. H), 1.9 (s, 3H, CH3).

Provenance & Evidence