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

HRID 2416575Notes

Reaction equation

HRID 2416575 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][CH:23]=[CH:22][C:16]=2C(OCC)=O)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-:26].[Na+].[CH2:28]([OH:30])C>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([O:14][C:15]2[CH:16]=[CH:22][C:23]([C:28]([OH:30])=[O:26])=[CH:24][CH:25]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 53995178Ethyl (1-t-butoxycarbonyl-4-piperidyloxy)benzoate

Product 1

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

Procedure

847 mg (2.43 mmol) of ethyl (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-63b882b3e8584c7e830464c070ae49a1
Source dataset
uspto-grants-2004_11
Patent number
US06825181B1

Reaction notes

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