Sodium Hydroxide → HCID 58356330, compound

HRID 244665Notes

Reaction equation

HRID 244665 reaction equation
[CH3:1][CH:2]([N:4]1[N:8]=[C:7]([C:9]([O:11]CC)=[O:10])[CH:6]=[N:5]1)[CH3:3].[OH-].[Na+]>CO>[CH3:3][CH:2]([N:4]1[N:8]=[C:7]([C:9]([OH:11])=[O:10])[CH:6]=[N:5]1)[CH3:1]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58356328HCID 58356328, compound

Product 1

HCID 58356330HCID 58356330, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 2-(1-methylethyl)-2H-1,2,3-triazole-4-carboxylate (670 mg) in methanol (6 ml) was added sodium hydroxide (4 ml) and the mixture was stirred at room temperature for 4 h. The methanol was removed in vacuo and water (10 ml) was added and the mixture neutralised (pH 5-6) by the addition of 2M hydrochloric acid. The aqueous layer was extracted with DCM, separated by hydrophobic frit and the organic layer evaporated in vacuo to give the title compound (455 mg) as a white solid.

Workup

  1. customThe methanol was removed in vacuo and water (10 ml)
  2. additionwas added
  3. additionthe mixture neutralised (pH 5-6) by the addition of 2M hydrochloric acid
  4. extractionThe aqueous layer was extracted with DCM
  5. customseparated by hydrophobic frit
  6. customthe organic layer evaporated in vacuo

Sources & evidence

ORD record
ord-f3b5fbbcde3d4f048cad099827632a54
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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