Various methods to synthesize capsinoids (the nonpungent analogs of capsaicinoids) from precursor molecules have been reported. Capsinoids are also naturally present, at typically low concentrations, in the fruit of many Capsicum species and genotypes. However, they are also present in the fruit of select genotypes at high concentrations. The fruit of high-capsiate genotypes represents a commercial source of these compounds. To date, no method has been published that efficiently extracts and purifies capsinoids from Capsicum fruit in a rapid and simple bulk process. This study evaluated the efficacy of various organic solvents for the extraction of capsinoids from dried Capsicum annuum fruit. Among the organic solvents evaluated, pentane appeared to provide a good combination of both recovery and purity. A subsequent liquid/liquid extraction step, utilizing pentane and acetonitrile, resulted in 26.3% (wt/wt) capsiate and 19.4% (wt/wt) dihydrocapsiate for a combined capsinoids yield of 45.7% (wt/wt). A third step, involving a rapid hp20ss chromatography column using a water/acetonitrile gradient, resulted in a combined capsinoids yield of 96.6% (wt/wt).