I am planning to perform some Williamson synthesis. However, I have not been successful on obtaining a literature with described procedure. Will I need any procedures? I have looked at Organic Syntheses website (website url), but no procedures on the Williamson's technique. My plan is simple; I will add some purified sodium (gasoline-polluted sodium grains will be washed with diethyl ether) on the non-reactive solution of my alcohol, then add the alkyl halide. I will calculate and add the sodium 1.1 moles excess per mole of my alcohol, and the alkyl halide 1.1 moles excess per mole of sodium. Is this approach logical? I will add the halide in portions, e.g., 10% of the required amount in 10 minutes, etc. Can anyone who has done this procedure help me? PS: You might also help me by speculating about my present problem; my alcohol is a macrocyclic one, and is somewhat insoluble in common solvents except dmso and dmf, in which my alcohol is not completely soluble. I might receive a better solubility after alkylating my alcohol with 2-bromoethanol; so my alcohol endgroups will remain, but the compound will be more soluble. My second plan is to alkylate the alcohol with monochloroacetic acid; so I may have carboxylic acid groups to facilitate aqueous solubility.