Sodium Hydroxide → 4-{[1-(tert-Butoxycarbonyl)piperidin-4-yl]oxy}benzoic acid

HRID 747739Notes

Reaction equation

HRID 747739 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:25]=[CH:24][C:18]([C:19]([O:21]CC)=[O:20])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:24][CH:25]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11783050ethyl 4-(1-t-butoxycarbonyl-4-piperidyloxy)benzoate

Product 1

HCID 27946494-{[1-(tert-Butoxycarbonyl)piperidin-4-yl]oxy}benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

847 mg (2.43 mmol) of ethyl 4-(1-t-butoxycarbonyl-4-piperidyloxy)benzoate was dissolved in 50 ml of ethanol. 5 ml of 1 N sodium hydroxide solution was added to the solution, and they were stirred at room temperature for 3 days. The reaction liquid was concentrated, and the title compound was obtained by the same isolation process as that of step 1 in Example 1 with ethyl acetate as the extractant.

Workup

  1. customThe reaction liquid
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-4a65d9e81baa48969968f4d63e8d1a5f
Source dataset
uspto-grants-2008_07
Patent number
US07396844B1

Reaction notes

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