Sodium Hydroxide → Sodium (2R)-2-(4-{1-[3-(4-Butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoate

HRID 1072712Notes

Reaction equation

HRID 1072712 reaction equation
[OH-].[Na+:2].[CH2:3]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][N:16]2[C:20]([CH3:21])=[CH:19][CH:18]=[C:17]2[C:22]2[CH:39]=[CH:38][C:25]([O:26][C@H:27]([CH2:31][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)[C:28]([OH:30])=[O:29])=[CH:24][CH:23]=2)=[CH:9][CH:8]=1)[CH2:4][CH2:5][CH3:6]>C(O)C>[CH2:3]([C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][CH2:15][N:16]2[C:20]([CH3:21])=[CH:19][CH:18]=[C:17]2[C:22]2[CH:23]=[CH:24][C:25]([O:26][C@H:27]([CH2:31][C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)[C:28]([O-:30])=[O:29])=[CH:38][CH:39]=2)=[CH:11][CH:12]=1)[CH2:4][CH2:5][CH3:6].[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69732919(2R)-2-(4-{1-[3-(4-butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoic acid

Product 1

HCID 86588893Sodium (2R)-2-(4-{1-[3-(4-Butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoateYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Ethanol (30 ml) and a solution of 1N sodium hydroxide in ethanol (2.74 ml) were added to (2R)-2-(4-{1-[3-(4-butylphenyl)propan-1-yl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoic acid (1.51 g, 3.05 mmol) and the mixture was concentrated. To the residue was added diisopropylether to give the object compound as a solid. 1.06 g (yield 67.0%)

Workup

  1. concentrationthe mixture was concentrated
  2. additionTo the residue was added diisopropylether

Sources & evidence

ORD record
ord-2b45bdcf313a4bd28aad6f28e4202897
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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