Potassium Carbonate → HCID 19801964, compound

Participants

Reaction Steps

Ethyl 2-[4-hydroxyphenyl]propionate [20 mmole] was combined with 3-chloropropanol [22 mmole] and potassium carbonate [24 mmole] in acetone [100 ml], then refluxed for 18 hours. After removal of the acetone under reduced pressure, the reaction mixture was extracted with 1N sodium hydroxide solution to remove acidic components. These were chromatographed on silica gel/toluene to isolate the product, 2-[4-(3-hydroxypropoxy)phenyl]propionic acid, as an amorphous solid. Mass spectral, proton nuclear magnetic resonance, and elemental analysis data are consistent with the assigned structure. Additional product was obtained by basic hydrolysis of the neutral fraction, followed by silica gel/toluene chromatography.

Provenance & Evidence