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

HRID 2187922Notes

Reaction equation

HRID 2187922 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-52c840f17c71463490d1aa2ce88e0909
Source dataset
uspto-grants-2002_06
Patent number
US06410538B2

Reaction notes

Loading…