Lithium Hydroxide → HCID 178525698, compound

HRID 1797008Notes

Reaction equation

HRID 1797008 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@H:8]([C:11]2[NH:12][CH:13]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=3)[N:15]=2)[CH2:7][CH2:6]1)=[O:4].[Li+].[OH-]>C1COCC1.O>[F:25][C:22]([F:23])([F:24])[C:18]1[CH:17]=[C:16]([C:14]2[N:15]=[C:11]([C@H:8]3[CH2:7][CH2:6][C@H:5]([C:3]([OH:4])=[O:2])[CH2:10][CH2:9]3)[NH:12][CH:13]=2)[CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 178501048HCID 178501048, compound

Product 1

HCID 178525698HCID 178525698, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of trans-4-[4-(3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-cyclohexylcarboxylic acid methyl ester (13.4 mmol) in 50 ml of THF was added LiOH (80.3 mmol) in 30 ml of H2O. The mixture was stirred at 60° C. for 2 hours, then concentrated, diluted with H2O and washed with ether. The aqueous layer was acidified to pH 5-6, extracted with EtOAc, dried over Na2SO4, and concentrated to give trans-4-[4-(3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-cyclohexyl-carboxylic acid.

Workup

  1. concentrationconcentrated
  2. additiondiluted with H2O
  3. washwashed with ether
  4. extractionextracted with EtOAc
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-e047009b2fbe4f3a82902f1d17bfb256
Source dataset
uspto-grants-2006_04
Patent number
US07034034B2

Reaction notes

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