Hydrochloric Acid → 4-(4-(Cyclohexylmethyl)-4-methoxypiperidin-1-yl)benzoic acid

HRID 1750726Notes

Reaction equation

HRID 1750726 reaction equation
[CH:1]1([CH2:7][C:8]2([O:25][CH3:26])[CH2:13][CH2:12][N:11]([C:14]3[CH:24]=[CH:23][C:17]([C:18]([O:20]CC)=[O:19])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>O1CCOCC1>[CH:1]1([CH2:7][C:8]2([O:25][CH3:26])[CH2:13][CH2:12][N:11]([C:14]3[CH:24]=[CH:23][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=3)[CH2:10][CH2:9]2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 16109132Ethyl 4-(4-(cyclohexylmethyl)-4-methoxypiperidin-1-yl)benzoate

Product 1

HCID 671447124-(4-(Cyclohexylmethyl)-4-methoxypiperidin-1-yl)benzoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 1G (300 mg) in dioxane (5 mL) was treated with 1N NaOH (2 mL), stirred overnight, acidified with 1N HCl, extracted with ethyl acetate (3×), dried (MgSO4), and filtered. Concentration of the filtrate gave the desired product.

Workup

  1. extractionextracted with ethyl acetate (3×)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered

Sources & evidence

ORD record
ord-2ba1bfb285ac4c1c949b37f5cb9f3e12
Source dataset
uspto-grants-2015_10
Patent number
US09156856B2

Reaction notes

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