Sodium Hydroxide → N-(piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide

HRID 366416Notes

Reaction equation

HRID 366416 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]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23289906N-(1-t-butoxycarbonylpiperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide

Product 1

HCID 10662143N-(piperidin-4-yl)-2-cyclopentyl-2-hydroxy-2-phenylacetamide

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

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.

Workup

  1. extractionextracted with diethyl ether
  2. washThe extract was washed with saturated saline solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customremoved of the solvent by reduced pressure distillation

Sources & evidence

ORD record
ord-3fcda7a5d0724eb5b8dad8f361403979
Source dataset
uspto-grants-2000_10
Patent number
US06130232

Reaction notes

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