Lithium Hydroxide → HCID 12044408, compound

HRID 488794Notes

Reaction equation

HRID 488794 reaction equation
[CH3:1][N:2]([CH3:20])[C:3]([C:5]1[C:6]([C:16]([O:18]C)=[O:17])=[N:7][N:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:9]=1)=[O:4].[Li+].[OH-]>C1COCC1>[CH3:1][N:2]([CH3:20])[C:3]([C:5]1[C:6]([C:16]([OH:18])=[O:17])=[N:7][N:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[N:9]=1)=[O:4]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 22267875HCID 22267875, compound

Product 1

HCID 12044408HCID 12044408, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
23 °C

Procedure

A solution of methyl 5-(N,N-dimethylcarbamoyl)-2-phenyl-2H-1,2,3-triazole-4-carboxylate (0.195 g, 0.71 mmol) in THF (3.6 mL) at 23° C. was treated with LiOH (1 M aq., 3.6 mL, 3.6 mmol). The resulting suspension was stirred for 15 min at 23° C. and partitioned between ether and water. The aqueous layer was acidified to pH 1 with HCl (conc.). The resulting white solid was collected by filtration, washed with water, and air-dried to provide 0.164 g (89%) of 5-(N,N-dimethylcarbamoyl)-2-phenyl-2H-1,2,3-triazole-4-carboxylic acid.

Workup

  1. custompartitioned between ether and water
  2. filtrationThe resulting white solid was collected by filtration
  3. washwashed with water
  4. customair-dried

Sources & evidence

ORD record
ord-432c7894ac9746b0bf011d3feb988d85
Source dataset
uspto-grants-2005_12
Patent number
US06974813B2

Reaction notes

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