4-Bromoanisole → 4-Methoxy-1-tetradecyl-benzene

Participants

Reaction Steps

An about 3.70 g portion of magnesium was placed in a 100 ml, two-necked round bottom flask. The flask was flamed several times and about 28.5 g of p-bromoanisole and tetrahydrofuran were added. As soon as the reaction stopped it was refluxed for about 2 hours and then added to a boiling solution of about 21.07 g of tetradecyl bromide in tetrahydrofuran. Then about 9 ml of lithium cupric chloride was added and the mixture was refluxed for about 2 hours, then stirred at room temperature for about 16 hours, quenched with dilute hydrochloric acid, washed with ammonium chloride solution, sodium bicarbonate solution, brine and dried, giving about 23 g of the desired title compound, mp 38° C.

Provenance & Evidence