Trioctylamine → 2,4,5-Trifluoro-3-methoxybenzoic acid

HRID 259962

Reaction equation

HRID 259962 reaction equation
[CH3:1][O:2][C:3]1[C:4]([F:17])=[C:5]([C:14]([OH:16])=[O:15])[C:6](=[C:10]([F:13])[C:11]=1[F:12])C(O)=O.C(N(CCCCCCCC)CCCCCCCC)CCCCCCC.[OH-].[Na+]>>[CH3:1][O:2][C:3]1[C:4]([F:17])=[C:5]([CH:6]=[C:10]([F:13])[C:11]=1[F:12])[C:14]([OH:16])=[O:15]

Participants

4

Reactant 3

HCID 14227TrioctylamineHCID 14798Sodium HydroxideHCID 101988511,2-Benzenedicarboxylic acid, 3,4,6-trifluoro-5-methoxy-

Product 1

HCID 27339702,4,5-Trifluoro-3-methoxybenzoic acidYield 87%

Procedure

Into a 100 ml three necked flask, 10 g (0.04 mol) of the 4-methoxy-3,5,6-trifluorophthalic acid prepared in Example 22 and 14.2 g (0.04 mol) of trioctylamine were charged, and the mixture was reacted at 140° C. for 4 hours with stirring. After completion of the reaction, 30 ml of a 20% sodium hydroxide aqueous solution was added thereto and stirred. The aqueous phase was separated and neutralized with a 10% hydrochloric acid aqueous solution and extracted with ethyl acetate. Then, the solvent was distilled off to obtain 7.17 g of 3-methoxy-2,4,5-triflourobenzoic acid. The yield was 87.0%

Workup

  1. customthe mixture was reacted at 140° C. for 4 hours
  2. additionwas added
  3. stirringstirred
  4. customThe aqueous phase was separated
  5. extractionextracted with ethyl acetate
  6. distillationThen, the solvent was distilled off

Sources & evidence

ORD record
ord-36462188366f496bb120dc6cdbae06e1
Source dataset
uspto-grants-1996_06
Patent number
US05523476

Linked notes

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