Sodium Hydroxide → N-(piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15](=[O:29])[C:16]([CH:24]2[CH2:28][CH2:27][CH2:26][CH2:25]2)([OH:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[OH-].[Na+]>Cl.O1CCOCC1>[NH:8]1[CH2:9][CH2:10][CH:11]([NH:14][C:15](=[O:29])[C:16]([CH:24]2[CH2:25][CH2:26][CH2:27][CH2:28]2)([OH:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:12][CH2:13]1Participants
4
Procedure
752 Milligrams of N-(1-t-butoxycarbonylpiperidin-4-yl)- 2-cyclopentyl-2-hydroxy-2-phenylacetamide was dissolved in 7 ml of 4N hydrogen chloride-dioxane solution, and stirred for 12 hours at room temperature. The reaction mixture was made weakly basic with 1N sodium hydroxide solution and extracted with diethyl ether. The extract was washed with saturated saline solution, dried over anhydrous magnesium sulfate and removed of the solvent by reduced pressure distillation to give 420 mg of the title compound as a white solid.