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

HRID 365445Notes

Reaction equation

HRID 365445 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 1 M lithium hydroxide (17.4 ml, 17.4 mmol) was stirred at RT for 18 hr. 1 M HCl (17.4 ml) was added and the THF was removed by evaporation in vacuo. The aqueous solution was lyophilized to afford the title compound containing lithium chloride as a white solid.

Workup

  1. customthe THF was removed by evaporation in vacuo

Sources & evidence

ORD record
ord-54ffa4aae68f47faa699ff70d3021c59
Source dataset
uspto-grants-2000_10
Patent number
US06127366

Reaction notes

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