Sodium Iodide → 3-[[6-[2,3-Bis(phenylmethoxy)phenyl]hexyl]oxy]-5-(tetradecyloxy) benzoic acid methyl ester

Participants

Reaction Steps

A mixture of 1.5 g (4.1 mmol) of 3-hydroxy-5-(tetradecyloxy) benzoic acid methyl ester, 2.3 g (5.1 mmol) of 1-(6-bromohexyl)-2,3-bis(phenylmethoxy)benzene, 1.1 g (8.2 mmol) of potassium carbonate and 0.6 g (4.1 mmol) of sodium iodide in 50 ml of acetone and 15 ml of DMF was stirred at reflux under argon for 32 hours. After the usual workup, the crude product was crystallized from methylene chloride-methanol to give 2.8 g (93% yield, mp 56°-58°) of 3-[[6-[2,3-bis(phenylmethoxy)phenyl]hexyl]oxy]-5-(tetradecyloxy) benzoic acid methyl ester.

Provenance & Evidence