F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][CH:3]=1.[CH3:11][CH:12]1[O:17][CH:16]([CH3:18])[CH2:15][NH:14][CH2:13]1.C(N(C(C)C)CC)(C)C>CN(C=O)C>[CH3:18][C@H:16]1[O:17][C@@H:12]([CH3:11])[CH2:13][N:14]([C:2]2[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=2)[CH2:15]1.[CH3:18][C@H:16]1[O:17][C@H:12]([CH3:11])[CH2:13][N:14]([C:2]2[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=2)[CH2:15]14-Fluoronitrobenzene and 2,6-dimethylmorpholine were allowed to undergo the reaction in DMF in the presence of diisopropylethylamine, and then cis and trans isomers were separated and purified by a silica gel column chromatography and respectively subjected to catalytic hydrogenation in the same manner as shown in Reference Example 3 to obtain cis-4-(2,6-dimethylmorpholin-4-yl)aniline (Reference Example 7; F: 207) and trans-4-(2,6-dimethylmorpholin-4-yl)aniline (Reference Example 8; F: 207).
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