Sodium Hydroxide → HCID 11744278, compound

HRID 1391806Notes

Reaction equation

HRID 1391806 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([S:8][CH:9]([C:11]2[CH:12]=[C:13]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=3)[CH:14]=[CH:15][CH:16]=2)[CH3:10])[CH:5]=[CH:4][C:3]=1[O:27][CH2:28][C:29]([O:31]CC)=[O:30].[OH-].[Na+]>O1CCOCC1>[CH3:1][C:2]1[CH:7]=[C:6]([S:8][CH:9]([C:11]2[CH:12]=[C:13]([C:17]3[CH:22]=[CH:21][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:19][CH:18]=3)[CH:14]=[CH:15][CH:16]=2)[CH3:10])[CH:5]=[CH:4][C:3]=1[O:27][CH2:28][C:29]([OH:31])=[O:30]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58629923HCID 58629923, compound

Product 1

HCID 11744278HCID 11744278, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A mixture of ethyl {[2-methyl-4-({1-[4′-(trifluoromethyl)-3-biphenylyl]ethyl}thio)phenyl]oxy}acetate (235 mg, 0.50 mmol) in dioxane (6 mL) was treated with aqueous NaOH (0.5N, 2.0 mL, 1.00 mmol) and the mixture heated at reflux for 1 hour. The resulting mixture was then cooled and treated with Dowex 50WX2 (pre-washed with dioxan), filtered and washed with more dioxan and reduced to give the title compound as a colourless gum (220 mg).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 1 hour
  3. temperatureThe resulting mixture was then cooled
  4. filtrationfiltered
  5. washwashed with more dioxan

Sources & evidence

ORD record
ord-458f36b7b73746ad8c88c96b58f127ab
Source dataset
uspto-grants-2008_03
Patent number
US07338960B2

Reaction notes

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