Simulated moving bed (SMB) chromatography is very useful for the separation of binary systems such as chiral compounds. Because loxoprofen racemate has four enantiomers owing to its two chiral centers, to gain pure enantiomer it is impossible with only one step. To apply enrichment of loxoprofen using SMB, extract and raffinate should be separated as a binary mixture. In order to enrich loxoprofen racemate as binary mixture among four mixtures and to characterize its enantiomer, we performed experiments with two types of columns. When TBB® column was used as CSP, the mixture of (1'R,2S) and (1'S,2S) forms was eluted as a raffinate and that of (1'R,2R) and (1'S,2R) forms was discharged as a extract under linear adsorption isotherm range. When the feed flow rates were 0.1 and 0.3 mL/min, purities of raffinate and extract were 98 and 95%, respectively. In this case, productivity of raffinate was 7.81 g/h·g-CSP and that of extract was 6.95 g/h·g-CSP.