Sodium Hydroxide → 922516-30-1

HRID 2043755Notes

Reaction equation

HRID 2043755 reaction equation
[CH2:1]([C:3]1[N:7]([CH2:8][C:9]([O:11]CC)=[O:10])[N:6]=[C:5]([C:14]([F:17])([F:16])[F:15])[CH:4]=1)[CH3:2].[OH-].[Na+]>O1CCCC1.O>[CH2:1]([C:3]1[N:7]([CH2:8][C:9]([OH:11])=[O:10])[N:6]=[C:5]([C:14]([F:17])([F:16])[F:15])[CH:4]=1)[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67464244ethyl 5-ethyl-3-(trifluoromethyl)-1H-pyrazole-1-acetate2×

Product 1

HCID 67464323922516-30-1Yield 41.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 5-ethyl-3-(trifluoromethyl)-1H-pyrazole-1-acetate (1.34 g, 7.5 mmol) (i.e. the product of Example 16, Step B) in tetrahydrofuran (5 mL) was treated with sodium hydroxide (0.5 g) in water (3.5 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-66ab70ac8810414a90e0aa00e94a5bba
Source dataset
uspto-grants-2013_11
Patent number
US08586611B2

Reaction notes

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