C([C@@](C(O)=O)(O)[C@@](C(=O)C1C=CC=CC=1)(O)C(O)=O)(=O)C1C=CC=CC=1.C(O)(C)C.[CH3:31][N:32]1[CH:36]([C:37]2[CH:42]=[CH:41][CH:40]=[N:39][CH:38]=2)[CH2:35][CH2:34][CH2:33]1>CO>[N:39]1[CH:38]=[C:37]([C@H:36]2[CH2:35][CH2:34][CH2:33][N:32]2[CH3:31])[CH:42]=[CH:41][CH:40]=1A mixture of dibenzoyl-l-tartaric acid (58 g, 0.154 mol), 100 ml isopropanol and (R,S)-nicotine (25 g, 0.154 mol) was stirred for 1 hr and heated to reflux. While refluxing, 50 ml methanol was added and continued as in Example 1 to get (R)-nicotine (7.2 g, 57.6% yield) 99.85% GC, optical rotation: +141°, 99.9% chiral purity by HPLC.
読み込み中…