Sodium Iodide → HCID 15086658, compound

Participants

Reaction Steps

A mixture of 3.25 g (7.17 mmol) of 1-(6-bromohexyl)-2,3-bis-(phenylmethoxy)benzene, 1.50 g (6.5 mmol) of (S)-alpha-methyl-6-hydroxy-2-naphthaleneacetic acid methyl ester, 1.08 g (7.17 mmol) of sodium iodide and 2.70 g (19.6 mmol) of potassium carbonate in 60 mL of acetone - 6 mL of dimethylformamide was stirred at reflux for 48 hours. The reaction mixture was filtered and the filtrate was concentrated at reduced pressure. The residue was purified by HPLC using 20% ethyl acetate-hexane to give 3.24 g (75% yield) of (S)-alpha-methyl-6-[6-[2,3-bis(phenylmethoxy)phenyl]hexyloxy]-2-naphthaleneacetic acid methyl ester as an oil. The nmr and mass spectra were consistent with the structure.

Provenance & Evidence