Sodium Hydroxide → 4-(2-pyridinyl)-1-Piperidinepropanamine
Reaction equation
C([C@@H]([C@H](C(O)=O)O)O)(O)=O.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17]1[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][CH2:25][NH2:26])[CH2:19][CH2:18]1.[OH-].[Na+]>>[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[CH:17]1[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][CH2:25][NH2:26])[CH2:21][CH2:22]1Participants
3
Procedure
3-[4-(2-pyridyl)piperidin-1-yl]propylamine L-tartrate salt, (7), (1120 g, 3.0 mol) was treated with 5M NaOH (5.7 L, 28.6 mol). The suspension was extracted with isopropyl acetate (3×18 L). The combined extracts were concentrated to afford 3-[4-(2-pyridyl)-piperidin-1-yl]propylamine, (6), as a viscous oil.
Workup
- extractionThe suspension was extracted with isopropyl acetate (3×18 L)
- concentrationThe combined extracts were concentrated