HCID 9849316, compound → HCID 10227955, compound

HRID 460030Notes

Reaction equation

HRID 460030 reaction equation
[F:1][C:2]([C:22]1[CH:34]=[CH:33][C:25]([O:26][CH2:27][C:28]([O:30]CC)=[O:29])=[C:24]([CH3:35])[CH:23]=1)([F:21])[CH2:3][CH2:4][C:5]1[S:9][C:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[N:7][C:6]=1[CH3:20]>O1CCCC1.[OH-].[Na+]>[F:1][C:2]([C:22]1[CH:34]=[CH:33][C:25]([O:26][CH2:27][C:28]([OH:30])=[O:29])=[C:24]([CH3:35])[CH:23]=1)([F:21])[CH2:3][CH2:4][C:5]1[S:9][C:8]([C:10]2[CH:11]=[CH:12][C:13]([C:16]([F:17])([F:18])[F:19])=[CH:14][CH:15]=2)=[N:7][C:6]=1[CH3:20]

Participants

4

Reactant 1

HCID 9849316HCID 9849316, compound

Product 1

HCID 10227955HCID 10227955, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of ethyl [4-(1,1-difluoro-3-{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}propyl)-2-methylphenoxy]acetate (example 1, 0.028 g) in tetrahydrofuran (4 ml) and 2M aqueous sodium hydroxide (4 ml) was stirred at 60° C. for 2 hours. The solvent was evaporated and the residue partitioned between ether and water; the aqueous layer was acidified using 10% w/v aqueous citric acid and then extracted thrice with ethyl acetate. The combined ethyl acetate solutions were dried over magnesium sulfate and evaporated to give the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe residue partitioned between ether and water
  3. extractionextracted thrice with ethyl acetate
  4. dry with materialThe combined ethyl acetate solutions were dried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-b13bc6d149364f0a960b10c1f86dbae5
Source dataset
uspto-grants-2007_03
Patent number
US07196107B2

Reaction notes

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