Lithium Hydroxide → 2-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid

HRID 1786833Notes

Reaction equation

HRID 1786833 reaction equation
C([O:4][C:5](=[O:24])[CH:6]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[C:14]([C:20]([F:23])([F:22])[F:21])[CH:13]=1)[CH2:7][CH:8]([CH3:10])[CH3:9])(C)C.[Li+].[OH-]>O>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([O:11][CH:6]([CH2:7][CH:8]([CH3:10])[CH3:9])[C:5]([OH:24])=[O:4])=[CH:13][C:14]=1[C:20]([F:21])([F:23])[F:22])#[N:19]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 575985362-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid isopropyl ester

Product 1

HCID 575985402-(4-Cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

An admixture of 2-(4-cyano-3-trifluoromethyl-phenoxy)-4-methyl-pentanoic acid isopropyl ester (1A) (0.22 g, 0.67 mmol in 20 ml of dry tetrahydrofuran “THF”), LiOH (0.28 g, 6.7 mmol) and water (20 ml) is refluxed at 100° C. for 3 hours, then it is cooled to room temperature, the THF is removed, the crude product is diluted with 100 ml of ethyl acetate, and HCl(1N) to adjusted PH=1. The organic layer is separated and dried on vacuum to get the desired product.

Workup

  1. customthe THF is removed
  2. additionthe crude product is diluted with 100 ml of ethyl acetate, and HCl(1N)
  3. customThe organic layer is separated
  4. customdried on vacuum

Sources & evidence

ORD record
ord-70b52140af8e4715b8726937c208beb5
Source dataset
uspto-grants-2009_03
Patent number
US07507860B2

Reaction notes

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