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Sodium Hydroxide → 2-Butyl-3-[4-[2-(4'-hydroxybiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acid

HRID 1859862
Notes
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Reaction equation

HRID 1859862 reaction equation
[CH2:1]([CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)=[O:23])=[CH:14][CH:13]=1)[C:6]([O:8]CC)=[O:7])[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>>[CH2:1]([CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][NH:21][C:22]([C:24]2[CH:25]=[CH:26][C:27]([C:30]3[CH:35]=[CH:34][C:33]([OH:36])=[CH:32][CH:31]=3)=[CH:28][CH:29]=2)=[O:23])=[CH:14][CH:13]=1)[C:6]([OH:8])=[O:7])[CH2:2][CH2:3][CH3:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 18625857Ethyl 2-butyl-3-[4-[2-(4'-hydroxybiphenyl-4-carbonylamino)ethoxy]phenyl]propionate

Product 1

HCID 177956272-Butyl-3-[4-[2-(4'-hydroxybiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acidYield 93.8%

Procedure

In a similar manner to that described in Example 2, ethyl 2-butyl-3-[4-[2-(4′-hydroxybiphenyl-4-carbonylamino)ethoxy]phenyl]propionate (260 mg), which is the product of Example 25, was reacted with aqueous sodium hydroxide solution (1N, 2.20 ml) and the reaction mixture was treated to give the title compound (230 mg) as a white powder.

Workup

  1. addition
the reaction mixture was treated

Sources & evidence

ORD record
ord-3c929306bc4f48ecb6947df16bc875a6
Source dataset
uspto-grants-2003_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06528525B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes