Hydrochloric Acid → HCID 70981141, compound

HRID 1409334Notes

Reaction equation

HRID 1409334 reaction equation
[CH:1]([N:4]1[CH:8]=[C:7]([C:9]([O:11]CC)=[O:10])[N:6]=[C:5]1[CH3:14])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO.C1COCC1>[CH:1]([N:4]1[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[N:6]=[C:5]1[CH3:14])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86714627HCID 86714627, compound

Product 1

HCID 70981141HCID 70981141, compoundYield 71.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 1-isopropyl-2-methyl-1H-imidazole-4-carboxylate (0.423 mmol, 83 mg) was dissolved in methanol (0.5 ml) and THF (4 ml). NaOH 2 M (2.115 mmol, 1.057 ml) was added and the resulting mixture was stirred at RT overnight. The pH of the reaction mixture was adjusted to about 5 with 1 M HCl and the mixture was evaporated. Ethanol was added and the salt was removed by filtration. The salt was flushed few times with ethanol. 51 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.38 (d, 6H), 2.39 (s, 3H), 4.35-4.49 (m, 1H), 7.97 (s, 1H).

Workup

  1. customthe mixture was evaporated
  2. additionEthanol was added
  3. customthe salt was removed by filtration
  4. customThe salt was flushed few times with ethanol

Sources & evidence

ORD record
ord-48bfc8a5f50f4da9866b02e010b0e5ce
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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