Sodium Hydroxide → HCID 23073101, compound

HRID 1594382Notes

Reaction equation

HRID 1594382 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[CH:8][N:9]([CH2:18][CH:19]([CH3:21])[CH3:20])[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[Br:17])=[O:5])C.[OH-].[Na+].OS([O-])(=O)=O.[K+]>CO.O>[Br:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:10]1[N:9]([CH2:18][CH:19]([CH3:21])[CH3:20])[CH:8]=[N:7][C:6]=1[C:4]([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 516920Potassium bisulfateHCID 11152321HCID 11152321, compound

Product 1

HCID 23073101HCID 23073101, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

A 0.2 M solution of 5-(2-bromophenyl)-1-isobutyl-1H-imidazole-4-carboxylic acid ethyl ester (1.77 g; 5.04 mM) in 1/1 v/v methanol/water is added with NaOH (605 mg; 15.12 mM). The mixture is kept at room temperature for about 15 hours, then acidified with KHSO4, extracted with ethyl acetate, dried over Na2SO4, filtered and evaporated under reduced pressure, thereby obtaining 1.42 g of 5-(2-bromophenyl)-1-isobutyl-1H-imidazole-4-carboxylic acid, as a white-pale yellow solid which is used in the subsequent reaction without further purification. (Yield: 87%).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-3ace9e0230584ea0b94726581163d8bc
Source dataset
uspto-grants-2007_11
Patent number
US07301027B2

Reaction notes

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