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

HRID 1072726Notes

Reaction equation

HRID 1072726 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][CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=2)[C:5]([C:23]2[CH:40]=[CH:39][C:26]([O:27][C@H:28]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[C:29]([OH:31])=[O:30])=[CH:25][CH:24]=2)=[CH:4][CH:3]=1.[OH-].[Na+:42].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][CH2:20][CH2:21][CH3:22])=[CH:12][CH:11]=2)[C:5]([C:23]2[CH:40]=[CH:39][C:26]([O:27][C@H:28]([CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[C:29]([O-:31])=[O:30])=[CH:25][CH:24]=2)=[CH:4][CH:3]=1.[Na+:42]

Participants

4

Reactant 2

HCID 23692425Sodium hydroxide ethanolHCID 69732570(2R)-2-{4-[5-methyl-1-(4-heptylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoic acid

Product 1

HCID 86588895Sodium (2R)-2-{4-[5-methyl-1-(4-heptylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoateYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of (2R)-2-{4-[5-methyl-1-(4-heptylphenylpropyl)-1H-pyrrol-2-yl]phenoxy}-3-phenylpropanoic acid (969 mg, 1.74 mmol) in ethanol (10 ml) was added 1N sodium hydroxide-ethanol solution (1.71 ml, 1.71 mmol) and the mixture was concentrated. To the residue was added hexane to give the object compound as a solid. 740 mg, (yield 80%)

Workup

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

Sources & evidence

ORD record
ord-bf43464650024391a9033885f674eb86
Source dataset
uspto-grants-2005_06
Patent number
US06911468B2

Reaction notes

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