Potassium Hydroxide → HCID 68294306, compound

HRID 1850057Notes

Reaction equation

HRID 1850057 reaction equation
[O:1]([CH2:8][CH2:9][N:10]1[CH:14]=[C:13](/[CH:15]=[CH:16]/[C:17]([O:19]CC)=[O:18])[CH:12]=[N:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>CCO.O>[O:1]([CH2:8][CH2:9][N:10]1[CH:14]=[C:13](/[CH:15]=[CH:16]/[C:17]([OH:19])=[O:18])[CH:12]=[N:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86702817HCID 86702817, compound

Product 1

HCID 68294306HCID 68294306, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (E)-ethyl 3-(1-(2-phenoxyethyl)-1H-pyrazol-4-yl)acrylate (0.143 g, 0.5 mmol) in EtOH (6 mL) was added KOH (0.168 g, 3 mmol) in water (2 mL) and the solution was heated at 60° C. for 6 h. The reaction mixture was then evaporated under vacuum and water (10 mL) was added to the residue. This solution was acidified to pH 4 with aqueous 3N HCl and extracted with EtOAc. The organic extracts were washed with water and brine, dried over Na2SO4 and evaporated in vacuo to get the acid (0.117 g, 91%) as a white solid. ES+(M+H)+259

Workup

  1. customThe reaction mixture was then evaporated under vacuum and water (10 mL)
  2. additionwas added to the residue
  3. extractionextracted with EtOAc
  4. washThe organic extracts were washed with water and brine
  5. dry with materialdried over Na2SO4
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-fb34e8d91aac4577820fc328a1f67b61
Source dataset
uspto-grants-2015_02
Patent number
US08957066B2

Reaction notes

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