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

HRID 1292661Notes

Reaction equation

HRID 1292661 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 hydoxide (17.4 ml, 17.4 mmol) was stirred at RT for 18 hr. 1M HCl (17.4 ml) was added and the THF was 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 was removed by evaporation in vacuo

Sources & evidence

ORD record
ord-58c1e6619e00445b8931bd7ac2d2793b
Source dataset
uspto-grants-1998_05
Patent number
US05756528

Reaction notes

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