Pyrazole → 3-(1H-pyrazol-1-yl)propanoic acid

HRID 902229Notes

Reaction equation

HRID 902229 reaction equation
[NH:1]1[CH:5]=[CH:4][CH:3]=[N:2]1.[C:6]([OH:10])(=[O:9])[CH:7]=[CH2:8]>C(N(CC)CC)C>[N:1]1([CH2:8][CH2:7][C:6]([OH:10])=[O:9])[CH:5]=[CH:4][CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 1048PyrazoleHCID 6581Acrylic Acid

Product 1

HCID 10929723-(1H-pyrazol-1-yl)propanoic acidYield 97.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a 10 mL round-bottomed flask equipped with a condenser and a stirring bar was placed pyrazole (0.50 g, 7.3 mmol), acrylic acid (0.50 mL, 7.3 mmol) and triethylamine (3 mL). The reaction mixture was refluxed for 6 hours. After removing triethylamine, the viscous oil was dried on high vacuo during 12 hours to yield quantitatively the desired acid (1.0 g) suitable for the next step without further purification.

Workup

  1. customIn a 10 mL round-bottomed flask equipped with a condenser and a stirring bar
  2. temperatureThe reaction mixture was refluxed for 6 hours
  3. customAfter removing triethylamine
  4. customthe viscous oil was dried on high vacuo during 12 hours

Sources & evidence

ORD record
ord-db39fe09feb94928bc364085fca949b5
Source dataset
uspto-grants-2008_04
Patent number
US07365093B2

Reaction notes

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