Lithium hydroxide, monohydrate → HCID 86677489, compound

HRID 1621145Notes

Reaction equation

HRID 1621145 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]=[N:7][N:8]([CH3:14])[C:9]=1[C:10]([O:12]C)=[O:11])=[O:4].O.[OH-].[Li+:17]>C1COCC1.C(O)C.O>[CH3:1][O:2][C:3]([C:5]1[N:6]=[N:7][N:8]([CH3:14])[C:9]=1[C:10]([O-:12])=[O:11])=[O:4].[Li+:17]

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 12574370Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate

Product 1

HCID 86677489HCID 86677489, compoundYield 80.6%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1-methyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester (1 g, 5.025 mmol) in THF (20 mL) and ethanol (5 mL) was added at 0° C. a solution of lithium hydroxide monohydrate (169 mg, 4.02 mmol) in water (5 mL) over a period of 10 min. The reaction mixture was allowed to stir at 0° C. for 3 h. The mixture was diluted with water (10 mL) and washed with ethyl acetate (2×50 mL). The aqueous layer was evaporated under reduced pressure and the crude material thus obtained was dried by azeotropic distillation with toluene to afford the product as white solid (0.6 g, 3.24 mmol, 64.5%).

Workup

  1. washwashed with ethyl acetate (2×50 mL)
  2. customThe aqueous layer was evaporated under reduced pressure
  3. customthe crude material thus obtained
  4. dry with materialwas dried by azeotropic distillation with toluene

Sources & evidence

ORD record
ord-d9bc053bbf314cfda8508d657c485ef1
Source dataset
uspto-grants-2014_07
Patent number
US08772510B2

Reaction notes

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