Sodium Hydroxide → HCID 86609558, compound

HRID 502445Notes

Reaction equation

HRID 502445 reaction equation
C[O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][F:13])[CH:7]=[C:6]([O:14][CH2:15][CH2:16][F:17])[CH:5]=1.[OH-].[Na+]>C1COCC1.C(O)C>[F:13][CH2:12][CH2:11][O:10][C:8]1[CH:9]=[C:4]([CH:5]=[C:6]([O:14][CH2:15][CH2:16][F:17])[CH:7]=1)[C:3]([OH:18])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86609559HCID 86609559, compound

Product 1

HCID 86609558HCID 86609558, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

The above prepared 3,5-bis-(2-fluoro-ethoxy)-benzoic acid methyl ester (1.45 g, 5.57 mmol) was dissolved in 19 ml of THF/ethanol=1/1 and treated with 9.3 ml of aq. NaOH (3M, 5 eq.). The mixture was stirred for 1.5 h at ambient temperature and was then poured onto crashed ice/AcOEt/HCl dil.; the organic layer was washed with water, dried over sodium sulfate, and evaporated to dryness to leave 1.36 g of the title compound as white solid.

Workup

  1. additionwas then poured
  2. washthe organic layer was washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-a3e8c1671b01478bbabdbd56698bc3af
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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