Sodium Hydroxide → HCID 67464828, compound

HRID 2043751Notes

Reaction equation

HRID 2043751 reaction equation
[CH2:1]([C:3]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]([CH2:10][C:11]([O:13]CC)=[O:12])[N:4]=1)[CH3:2].[OH-].[Na+]>O1CCCC1.O>[CH2:1]([C:3]1[CH:7]=[C:6]([CH2:8][CH3:9])[N:5]([CH2:10][C:11]([OH:13])=[O:12])[N:4]=1)[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67458757ethyl 3,5-diethyl-1H-pyrazole-1-acetate2×

Product 1

HCID 67464828HCID 67464828, compoundYield 28.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 3,5-diethyl-1H-pyrazole-1-acetate (2.79 g, 13.3 mmol) (i.e. the product of Example 15, Step B) in tetrahydrofuran (10 mL) was treated with sodium hydroxide (1.0 g) in water (7.5 mL) The reaction mixture was then stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure and washed with diethyl ether. The resulting aqueous layer was acidified with concentrated hydrochloric acid to give a white precipitate. The precipitate was filtered and dried in air to give 690 mg of the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washwashed with diethyl ether
  3. customto give a white precipitate
  4. filtrationThe precipitate was filtered
  5. customdried in air

Sources & evidence

ORD record
ord-bfa68867fba0460c8472e74c1bf36b72
Source dataset
uspto-grants-2013_11
Patent number
US08586611B2

Reaction notes

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