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. Author manuscript; available in PMC: 2009 Nov 1.
Published in final edited form as: Eur J Med Chem. 2008 Nov 5;44(5):1838–1852. doi: 10.1016/j.ejmech.2008.10.033

Scheme 2.

Scheme 2

Synthesis of 4-phenoxybutoxy substituted aromatic systems using commercially available alcohols as starting compounds. (Numbers 3–14 correspond to starting compounds and numbers 15–26 to products).

Reagents: (i) elemental sodium in ethanol, 4-phenoxybutyl bromide (4-PBB) (reflux); 4-PBB, CsF-celite in CH3CN (reflux) or 4-PBB, K2CO3/KI in acetone (reflux) or DMF (120 °C or reflux).