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

HRID 2414399Notes

Reaction equation

HRID 2414399 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 obtained solution, and they were stirred at room temperature for 3 days. The reaction solution was concentrated and then treated with ethyl acetate as the extraction solvent in an ordinary manner to obtain the title compound.

Workup

  1. concentrationThe reaction solution was concentrated
  2. additiontreated with ethyl acetate as the extraction solvent in an ordinary manner

Sources & evidence

ORD record
ord-00d7489294fa4320a64f0461f9cea29b
Source dataset
uspto-grants-2004_11
Patent number
US06812231B2

Reaction notes

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