Hydrochloric Acid → 1-(4-Cyanobenzyl)imidazole-5-acetic acid

HRID 443224Notes

Reaction equation

HRID 443224 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=2)[CH:8]=[N:7][CH:6]=1.[OH-].[Li+].Cl>C1COCC1>[C:17]([C:14]1[CH:15]=[CH:16][C:11]([CH2:10][N:9]2[C:5]([CH2:4][C:3]([OH:19])=[O:2])=[CH:6][N:7]=[CH:8]2)=[CH:12][CH:13]=1)#[N:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 10634751[1-(4-Cyanobenzyl)-1H-imidazol-5-yl]acetic acid methyl ester

Product 1

HCID 184336301-(4-Cyanobenzyl)imidazole-5-acetic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of [1-(4-cyanobenzyl)-1H-imidazol-5-yl]acetic acid methyl ester (4.44 g, 17.4 mmol ) in THF (100 ml) and 1M lithium hydroxide (17.4 ml, 17.4 mmol) was stirred at room temperature for 18 hrs. 1M HCl (17.4 ml) was added and the THF removed by evaporation in vacuo. The aqueous solution was lyophilised to afford the title compound containing lithium chloride as a white solid.

Workup

  1. customthe THF removed by evaporation in vacuo

Sources & evidence

ORD record
ord-b643034ebc0a4eae8e5be99903b5f6b7
Source dataset
uspto-grants-1999_04
Patent number
US05891889

Reaction notes

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