Sodium Hydroxide → (e)-2-(2,6-Dichlorobenzamido)-5-[4-(tetrahydro-4-(methoxymethyl)-2h-pyran-4-yl)phenyl]pent-4-enoic acid sodium salt

HRID 230337

Reaction equation

HRID 230337 reaction equation
C[O:2][C:3](=[O:34])[CH:4]([NH:23][C:24](=[O:33])[C:25]1[C:30]([Cl:31])=[CH:29][CH:28]=[CH:27][C:26]=1[Cl:32])[CH2:5]/[CH:6]=[CH:7]/[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH2:20][O:21][CH3:22])[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[CH:10][CH:9]=1.[OH-].[Na+:36]>C1COCC1>[Na+:36].[Cl:32][C:26]1[CH:27]=[CH:28][CH:29]=[C:30]([Cl:31])[C:25]=1[C:24]([NH:23][CH:4]([CH2:5]/[CH:6]=[CH:7]/[C:8]1[CH:13]=[CH:12][C:11]([C:14]2([CH2:20][O:21][CH3:22])[CH2:15][CH2:16][O:17][CH2:18][CH2:19]2)=[CH:10][CH:9]=1)[C:3]([O-:34])=[O:2])=[O:33]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57762533(E)-2-(2,6-dichlorobenzamido)-5-[4-(tetrahydro-4-(methoxymethyl)-2H-pyran-4-yl)phenyl]pent-4-enoic acid methyl ester

Product 1

HCID 57762621(e)-2-(2,6-Dichlorobenzamido)-5-[4-(tetrahydro-4-(methoxymethyl)-2h-pyran-4-yl)phenyl]pent-4-enoic acid sodium salt

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (E)-2-(2,6-dichlorobenzamido)-5-[4-(tetrahydro-4-(methoxymethyl)-2H-pyran-4-yl)phenyl]pent-4-enoic acid methyl ester (86 mg) in THF (1.7 ml), 0.1N aqueous sodium hydroxide solution (1.7 ml) was added, and the resulting mixture was stirred at room temperature for 2 hours. After washing the reaction solution with ether, aqueous layer was concentrated to obtain (E)-2-(2,6-dichlorobenzamido)-5-[4-(tetrahydro-4-(methoxymethyl)-2H-pyran-4-yl)phenyl]pent-4-enoic acid sodium salt (66 mg).

Workup

  1. washAfter washing the reaction solution with ether, aqueous layer
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-8a976af434ee4f32ab487932521899bc
Source dataset
uspto-grants-2009_07
Patent number
US07566724B2

Linked notes

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