Sodium hydroxide ethanol → Sodium (2R)-2-([4-[1-(4-pentylphenylethyl)-5-methyl-1H-pyrrol-2-yl]phenyl]oxy)-3-phenylpropanoate

HRID 1072724Notes

Reaction equation

HRID 1072724 reaction equation
[CH2:1]([C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][N:14]2[C:18]([CH3:19])=[CH:17][CH:16]=[C:15]2[C:20]2[CH:25]=[CH:24][C:23]([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:22][CH:21]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[OH-].[Na+:39].C(O)C>C(O)C>[CH2:1]([C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH2:13][N:14]2[C:18]([CH3:19])=[CH:17][CH:16]=[C:15]2[C:20]2[CH:21]=[CH:22][C:23]([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:24][CH:25]=2)=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH3:5].[Na+:39]

Participants

4

Reactant 2

HCID 23692425Sodium hydroxide ethanolHCID 69732371(2R)-2-([4-[1-(4-Pentylphenylethyl)-5-methyl-1H-pyrrol-2-yl]phenyl]oxy)-3-phenylpropanoic acid

Product 1

HCID 86759771Sodium (2R)-2-([4-[1-(4-pentylphenylethyl)-5-methyl-1H-pyrrol-2-yl]phenyl]oxy)-3-phenylpropanoateYield 62%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2R)-2-([4-[1-(4-pentylphenylethyl)-5-methyl-1H-pyrrol-2-yl]phenyl]oxy)-3-phenylpropanoic acid (615 mg, 1.24 mmol) in ethanol (10 ml) was added 1N sodium hydroxide-ethanol (1.21 ml, 1.21 mmol) and the mixture was concentrated. To the residue was added hexane to give the object compound as a solid. 500 mg, (yield 62%)

Workup

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

Sources & evidence

ORD record
ord-82dece998f6f4f349f6a0b29bad3969d
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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