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

Participants

Reaction Steps

A mixture of 1.5 g (4.86 mmol) of 3-(decyloxy)-5-hydroxybenzoic acid methyl ester, 2.2 g (4.86 mmol) of 1-(6-bromohexyl)-2,3-bis (phenylmethoxy)benzene, 1.3 g (9.7 mmol) of potassium carbonate and 0.73 g (4.86 mmol) of sodium iodide in 50 ml of acetone and 15 ml of DMF was stirred at reflux for 48 hours. After the usual workup, the crude product was purified by HPLC using 10% ethyl acetate-hexane to give 2.47 g (75% yield, mp 45°-46°) of 3-(decyloxy)-5-[[6-[2,3-bis(phenylmethoxy)phenyl]hexyl]oxy]benzoic acid methyl ester.

Provenance & Evidence