Lithium Hydroxide → HCID 66857134, compound

HRID 1042503Notes

Reaction equation

HRID 1042503 reaction equation
C([O:3][C:4](=[O:21])[C:5]([CH3:20])=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:8]=1[CH2:17][CH2:18][CH3:19])C.[Li+].[OH-]>C1COCC1.O>[CH3:20][C:5](=[CH:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:14])([F:15])[F:16])=[CH:9][C:8]=1[CH2:17][CH2:18][CH3:19])[C:4]([OH:21])=[O:3]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 66856173HCID 66856173, compound

Product 1

HCID 66857134HCID 66857134, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of 2-methyl-3-(2-propyl-4-trifluoromethyl-phenyl)-acrylic acid ethyl ester (68 mg, 0.23 mmol) in THF (1 mL) was added a solution of 1N-LiOH (10 ml), and the mixture was stirred for 3 hours at room temperature. The resulting residue was dissolved in H2O and then washed three times with EtOAc, acidified with 1N HCl to pH 1-2. The solution was extracted three times with methylene chloride and then dried over anhydrous MgSO4 and concentrated in vacuo to give the title compound (60 mg, 96%).

Workup

  1. washwashed three times with EtOAc
  2. extractionThe solution was extracted three times with methylene chloride
  3. dry with materialdried over anhydrous MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-14c1c645b90048b38b2b77dd907ebbae
Source dataset
uspto-grants-2013_10
Patent number
US08557872B2

Reaction notes

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