Lithium Hydroxide → HCID 57429656, compound

HRID 889000Notes

Reaction equation

HRID 889000 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH2:11][C:12]#[C:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=2)[CH:10]=1)=[O:5])C.[Li+].[OH-]>C1COCC1.CO.O>[C:17]1([CH3:20])[CH:18]=[CH:19][C:14]([C:13]#[C:12][CH2:11][N:9]2[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]2)=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57429654HCID 57429654, compound

Product 1

HCID 57429656HCID 57429656, compoundYield 90.2%

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

1-(3-p-Tolyl-prop-2-ynyl)-1H-pyrazole-4-carboxylic acid ethyl ester (0.226 g, 0.84 mmol) was dissolved in a mixture of solvents THF: methanol:water (3:1:1, 10 ml) and LiOH (0.071 g, 1.7 mol) was added to the reaction mixture with stirring. The reaction mixture was then stirred at 20-25° C. for 2 hours. Solvents were evaporated and the residue was diluted with water (0.5 ml) and acidified with dil. HCl, filtered and dried to obtain off white precipitate, 1-(3-p-Tolyl-prop-2-ynyl)-1H-pyrazole-4-carboxylic acid (0.182 g, 90%).

Workup

  1. additionwas added to the reaction mixture
  2. stirringThe reaction mixture was then stirred at 20-25° C. for 2 hours
  3. customSolvents were evaporated
  4. additionthe residue was diluted with water (0.5 ml)
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-0339d428abf240088ccf4c8eea366292
Source dataset
uspto-grants-2012_08
Patent number
US08252797B2

Reaction notes

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