Lithium hydroxide, monohydrate → HCID 44468919, compound

HRID 573240Notes

Reaction equation

HRID 573240 reaction equation
O.[OH-].[Li+].[C:4]([C:8]1[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:10]([CH2:17][C:18]([O:20]CC)=[O:19])[N:9]=1)([CH3:7])([CH3:6])[CH3:5]>O.O1CCCC1>[C:4]([C:8]1[CH:12]=[C:11]([C:13]([F:16])([F:14])[F:15])[N:10]([CH2:17][C:18]([OH:20])=[O:19])[N:9]=1)([CH3:7])([CH3:5])[CH3:6]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 58242730HCID 58242730, compound

Product 1

HCID 44468919HCID 44468919, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

At room temperature, a solution of lithium hydroxide monohydrate (2.35 g) in water (20 ml) is added dropwise to a solution of ethyl [3-tert-butyl-5-(trifluoromethyl)-1H-pyrazol-1-yl]acetate (XVI-1, 7.80 g) in tetrahydrofuran (80 ml). The reaction mixture is stirred for 2 hours. After removal of the solvent under reduced pressure, the residue is, at 0° C., slowly adjusted to pH 2-3 using dilute hydrochloric acid (1M). This gives, after filtration and drying, [3-tert-butyl-5-(trifluoromethyl)-1H-pyrazol-1-yl]acetic acid as a white solid (7.1 g, 100%).

Workup

  1. customAfter removal of the solvent under reduced pressure
  2. customis, at 0° C.
  3. filtrationThis gives, after filtration
  4. customdrying

Sources & evidence

ORD record
ord-cee784e0a03a4a0d9f7b9b84f0f0f805
Source dataset
uspto-grants-2015_05
Patent number
US09029549B2

Reaction notes

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