Sodium Hydroxide → 1-(3-Bromophenyl)-1H-imidazole-4-carboxylic acid

HRID 2266407Notes

Reaction equation

HRID 2266407 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[CH:8][N:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Br:17])[CH:12]=2)[CH:10]=1)=[O:5])C.[OH-].[Na+]>CO>[Br:17][C:13]1[CH:12]=[C:11]([N:9]2[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=[CH:8]2)[CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 161287541-(3-Bromo-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester

Product 1

HCID 234449541-(3-Bromophenyl)-1H-imidazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
40 °C

Procedure

To a solution of 3 (0.5 g, 1.7 mmol) in methanol (25 mL) was added aqueous NaOH (2M; 4.3 mL) and the reaction mixture was stirred at 40° C. for 0.5 h. Methanol was removed in vacuo and the water layer acidified and extracted with ethyl acetate, dried, filtered and evaporated to dryness. The crude compound was used as such for the next step.

Workup

  1. customMethanol was removed in vacuo
  2. extractionextracted with ethyl acetate
  3. customdried
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-a05c09233d764bc3a16937b3089a19dd
Source dataset
uspto-grants-2010_12
Patent number
US07858649B2

Reaction notes

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