Sodium hydroxide ethanol → Sodium (2R)-2-{4-[5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoate

HRID 1072729Notes

Reaction equation

HRID 1072729 reaction equation
[CH3:1][C:2]1[N:6]([CH2:7][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:12][CH:11]=2)[C:5]([C:21]2[CH:38]=[CH:37][C:24]([O:25][C@H:26]([CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:27]([OH:29])=[O:28])=[CH:23][CH:22]=2)=[CH:4][CH:3]=1.[OH-].[Na+:40].C(O)C>C(O)C>[CH3:1][C:2]1[N:6]([CH2:7][CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:12][CH:11]=2)[C:5]([C:21]2[CH:22]=[CH:23][C:24]([O:25][C@H:26]([CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:27]([O-:29])=[O:28])=[CH:37][CH:38]=2)=[CH:4][CH:3]=1.[Na+:40]

Participants

4

Reactant 2

HCID 23692425Sodium hydroxide ethanolHCID 69731807(2R)-2-{4-[5-Methyl-1-(4-pentylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoic acid

Product 1

HCID 86759770Sodium (2R)-2-{4-[5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoateYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2R)-2-{4-[5-methyl-1-(4-pentylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoic acid (1.00 g, 2.08 mmol) in ethanol (20 ml) was added 1N sodium hydroxide-ethanol solution (2.04 ml, 2.04 mmol) and the mixture was concentrated. To the residue was added hexane to give the object compound as a solid. 730 mg, (yield 70%)

Workup

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

Sources & evidence

ORD record
ord-90540c9acc464ba89be74a8446e0b4e0
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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