Sodium Hydroxide → HCID 13169284, compound

HRID 2285540Notes

Reaction equation

HRID 2285540 reaction equation
[OH-].[Na+].[CH2:3]([C:10]1[NH:14][N:13]=[C:12]([C:15]([O:17]CC)=[O:16])[CH:11]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]>O>[CH2:3]([C:10]1[NH:14][N:13]=[C:12]([C:15]([OH:17])=[O:16])[CH:11]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13169281HCID 13169281, compound

Product 1

HCID 13169284HCID 13169284, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into 81 ml of a 5% methanolic solution of sodium hydroxide, 20.0 g (0.084 mol) of ethyl 5-n-heptylpyrazole-3-carboxylate obtained in Example 1 was dissolved, and the solution was heated for 5 hours under a reflux condenser. After cooling the reaction mixture water was added, then methanol was distilled off under a reduced pressure, and the residue was acidified (pH of about 2) with concentrated hydrochloric acid. The deposited white precipitate was collected by filtration and recrystallized from a mixture of distilled water and methanol to obtain the object, 5-n-heptylpyrazole-3-carboxylic acid, as colourless needle-like crystals melting at 169°-171° C. in an amount of 13.3 g corresponding to the yield of 75.2%.

Workup

  1. temperaturethe solution was heated for 5 hours under a reflux condenser
  2. additionwas added
  3. distillationmethanol was distilled off under a reduced pressure
  4. filtrationThe deposited white precipitate was collected by filtration
  5. customrecrystallized from a mixture of distilled water and methanol

Sources & evidence

ORD record
ord-f9f36a9170b543cea46e003a506233f3
Source dataset
uspto-grants-1982_04
Patent number
US04323576

Reaction notes

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