Hydrochloric Acid → HCID 9959059, compound

HRID 854553Notes

Reaction equation

HRID 854553 reaction equation
C([O:3][C:4](=[O:39])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][CH2:14][C:15]2[S:19][C:18]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=3)=[N:17][C:16]=2[CH2:30][CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[CH:9][C:8]=1[CH3:38])C.[Li+].[OH-].Cl>C1COCC1>[CH3:38][C:8]1[CH:9]=[C:10]([S:13][CH2:14][C:15]2[S:19][C:18]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:28])([F:29])[F:27])=[CH:22][CH:21]=3)=[N:17][C:16]=2[CH2:30][CH2:31][C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:11]=[CH:12][C:7]=1[O:6][CH2:5][C:4]([OH:39])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 69471232HCID 69471232, compound

Product 1

HCID 9959059HCID 9959059, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of {2-methyl-4-[4-phenethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethylsulfanyl]-phenoxy}-acetic acid ethyl ester (210 mg, 0.37 mmol) in THF (3 mL is added LiOH (1.0 M, 2 mL). After stirred at room temperature for 2 hrs, it is acidified with 5 N HCl, extracted with ether, dried over sodium sulfate. Concentration gave the title compound (200 mg). MS (ES): 544.2 (M++1); the structure is also confirmed by 1H NMR.

Workup

  1. extractionextracted with ether
  2. dry with materialdried over sodium sulfate
  3. concentrationConcentration

Sources & evidence

ORD record
ord-bd6ad4621fb54adda30811a72ed6f9dc
Source dataset
uspto-grants-2007_08
Patent number
US07259175B2

Reaction notes

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