Hydrogen chloride-ethyl acetate → 3-[4-({[4'-(2-Ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methyl}amino)phenyl]propanoic acid hydrochloride

HRID 508033Notes

Reaction equation

HRID 508033 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][NH:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[CH:24][CH:23]=3)[CH:15]=2)=[C:9]([CH3:33])[CH:8]=1)[CH3:2].[ClH:34].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:34].[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[C:11]([CH3:13])[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][NH:21][C:22]3[CH:23]=[CH:24][C:25]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[CH:26][CH:27]=3)[CH:15]=2)=[C:9]([CH3:33])[CH:8]=1)[CH3:2]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 231572573-[4-({[4'-(2-Ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methyl}amino)phenyl]propanoic acid

Product 1

HCID 687201313-[4-({[4'-(2-Ethoxyethoxy)-2',6'-dimethylbiphenyl-3-yl]methyl}amino)phenyl]propanoic acid hydrochlorideYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-[4-({[4′-(2-ethoxyethoxy)-2′,6′-dimethylbiphenyl-3-yl]methyl}amino)phenyl]propanoic acid (0.736 g, 1.64 mmol) in ethyl acetate (3.75 mL) was added 4 N hydrogen chloride/ethyl acetate solution (1.25 mL), and the resulting solid was pulverized and washed with ethyl acetate-diethyl ether to give the title compound as colorless crystals (0.762 g, yield 96%).

Workup

  1. washwashed with ethyl acetate-diethyl ether

Sources & evidence

ORD record
ord-cca0f1d1c48449c0a20377a279a38d58
Source dataset
uspto-grants-2010_08
Patent number
US07786165B2

Reaction notes

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