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

HRID 1072751Notes

Reaction equation

HRID 1072751 reaction equation
[OH-].[Na+:2].[CH2:3]([C:10]1[CH:43]=[CH:42][C:13]([O:14][CH2:15][CH2:16][CH2:17][N:18]2[C:22]([CH3:23])=[CH:21][CH:20]=[C:19]2[C:24]2[CH:41]=[CH:40][C:27]([O:28][C@H:29]([CH2:33][C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[C:30]([OH:32])=[O:31])=[CH:26][CH:25]=2)=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[CH2:3]([C:10]1[CH:11]=[CH:12][C:13]([O:14][CH2:15][CH2:16][CH2:17][N:18]2[C:22]([CH3:23])=[CH:21][CH:20]=[C:19]2[C:24]2[CH:25]=[CH:26][C:27]([O:28][C@H:29]([CH2:33][C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)[C:30]([O-:32])=[O:31])=[CH:40][CH:41]=2)=[CH:42][CH:43]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1.[Na+:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 69730769(2R)-2-(4-{1-[3-(4-Benzylphenoxy)propyl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoic acid

Product 1

HCID 86759779Sodium (2R)-2-(4-{1-[3-(4-benzylphenoxy)propyl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoateYield 87.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Ethanol (5 ml) and a solution of 1N sodium hydroxide in ethanol (0.900 ml) were added to (2R)-2-(4-{1-[3-(4-benzylphenoxy)propyl]-5-methyl-1H-pyrrol-2-yl}phenoxy)-3-phenylpropanoic acid (546 mg, 1.00 mmol) and the mixture was concentrated. To the residue was added diisopropylether to give the object compound as a solid. 447 mg (yield: 87.3%)

Workup

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

Sources & evidence

ORD record
ord-35db451ce3fe4fd0a852dfbf8d916c06
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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