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).