{4-[3,3-Bis-(2-furanyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester → [4-(3,3-Di-furan-2-yl-allylsulfanyl)-2-trifluoromethyl-phenoxy]-acetic acid

HRID 1247689Notes

Reaction equation

HRID 1247689 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:13][CH2:14][CH:15]=[C:16]([C:22]2[O:23][CH:24]=[CH:25][CH:26]=2)[C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)=[CH:9][C:8]=1[C:27]([F:30])([F:29])[F:28])C>[OH-].[Na+].C(O)C>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[C:16]([C:22]1[O:23][CH:24]=[CH:25][CH:26]=1)=[CH:15][CH2:14][S:13][C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:31])=[O:3])=[C:8]([C:27]([F:30])([F:28])[F:29])[CH:9]=1

Participants

4

Reactant 1

HCID 68577859{4-[3,3-Bis-(2-furanyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester

Product 1

HCID 10070973[4-(3,3-Di-furan-2-yl-allylsulfanyl)-2-trifluoromethyl-phenoxy]-acetic acid

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of {4-[3,3-bis-(2-furanyl)-allylsulfanyl]-2-trifluoromethyl-phenoxy}-acetic acid ethyl ester (35 mg, 0.077 mmol) in 1N NaOH (0.1 ml) and ethanol (5 ml) was stirred at room temperature for 2 hours. The reaxtion mixture was evaporated and the residue dissolved in 1 N HCl (0.15 ml). The aquous phase was extracted with methylene choride (3×25 ml), dried (MgSO4) and evaporated to give the title compound in 30 mg (92%) yield.

Workup

  1. customThe reaxtion mixture was evaporated
  2. dissolutionthe residue dissolved in 1 N HCl (0.15 ml)
  3. extractionThe aquous phase was extracted with methylene choride (3×25 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-3d20d0acfdc644179ab387f372e541e1
Source dataset
uspto-grants-2006_10
Patent number
US07129268B2

Reaction notes

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