Hydrochloric Acid → 4-(1H-benzimidazol-1-ylmethyl)benzoic acid

HRID 1988791Notes

Reaction equation

HRID 1988791 reaction equation
[N:1]1([CH2:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][CH:12]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[Li+].[OH-].Cl>O1CCOCC1>[N:1]1([CH2:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([OH:17])=[O:16])=[CH:13][CH:12]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 2823606methyl 4-[(1H-benzoimidazol-1-yl)methyl]benzoate

Product 1

HCID 27354444-(1H-benzimidazol-1-ylmethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
23 °C

Procedure

A solution of methyl 4-((1H-benzo[d]imidazol-1-yl)methyl)benzoate (0.25 mmol) in dioxane (1 mL) was treated with aqueous LiOH (1 M, 1.0 mL). After stirring at 23° C. for 2 h, the reaction was neutralized with aqueous HCl (1 M, 2.0 mL) and the resulting solid was isolated by filtration. The filter cake was rinsed with water and allowed to dry in vacuo to yield 4-((1H-benzo[d]imidazol-1-yl)methyl)benzoic acid.

Workup

  1. customthe resulting solid was isolated by filtration
  2. washThe filter cake was rinsed with water
  3. customto dry in vacuo

Sources & evidence

ORD record
ord-a5d6f7c1c49243b7a9081d25eff14914
Source dataset
uspto-grants-2010_01
Patent number
US07642275B2

Reaction notes

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