Sodium Hydroxide → HCID 66693726, compound

HRID 1808868Notes

Reaction equation

HRID 1808868 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][N:12]([CH3:18])[C:13]=1[C:14]([O:16]C)=[O:15].[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][N:12]([CH3:18])[C:13]=1[C:14]([OH:16])=[O:15]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66693014HCID 66693014, compound

Product 1

HCID 66693726HCID 66693726, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a soln. of methyl 4-(2-methoxyphenyl)-1-methyl-1H-1,2,3-triazole-5-carboxylate (183 mg, 0.74 mmol) in MeOH (5 ml) was added sodium hydroxide (1.3 ml, 3M aq. solution). The mixture was stirred at r.t for 2 hrs, then concentrated in vacuo. The residue was taken up in water, washed w/ether (3×) to remove the possible impurity. The aq. phase was acidified w/6M HCl to pH 3, extracted w/EtOAc (4×). The combined organic layer was dried and evaporated to afford the title compound (164 mg, 0.703 mmol, 95% yield). 1H-NMR (500 MHz, CD3OD), δ: 7.46-7.42 (m, 2H), 7.09-7.05 (m, 2H), 4.32 (s, 3H), 3.73 (s, 3H).

Workup

  1. concentrationconcentrated in vacuo
  2. washwashed w/ether (3×)
  3. customto remove the possible impurity
  4. extractionextracted w/EtOAc (4×)
  5. customThe combined organic layer was dried
  6. customevaporated

Sources & evidence

ORD record
ord-a2beba9bf6e84eb3bbcfa2f3a9a1da45
Source dataset
uspto-grants-2013_01
Patent number
US08362004B2

Reaction notes

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