Sodium Hydroxide → 4-(1,2,4-Triazol-1-yl)-2-trifluoromethylbenzoic acid

HRID 1601712Notes

Reaction equation

HRID 1601712 reaction equation
[N:1]1([C:6]2[CH:15]=[CH:14][C:9]([C:10]([O:12]C)=[O:11])=[C:8]([C:16]([F:19])([F:18])[F:17])[CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[OH-].[Na+]>CO>[N:1]1([C:6]2[CH:15]=[CH:14][C:9]([C:10]([OH:12])=[O:11])=[C:8]([C:16]([F:17])([F:19])[F:18])[CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18795041Methyl 4-(1,2,4-triazol-1-yl)-2-trifluoromethylbenzoate

Product 1

HCID 154110474-(1,2,4-Triazol-1-yl)-2-trifluoromethylbenzoic acidYield 69.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl 4-(1,2,4-triazol-1-yl)-2-trifluoromethylbenzoate (5.07 g) in methanol was added aqueous sodium hydroxide (1.50 g) at 20° C. The mixture was stirred for 4 hours, partially evaporated and extracted with ether. The aqueous layer was acidified (aqueous citric acid) and extracted with ethyl acetate. The organic layer was dried (magnesium sulfate), and evaporated to give 4-(1,2,4-triazol-1-yl)-2-trifluoromethylbenzoic acid (3.32 g), NMR 8.25(1H), 8.34-8.42(3H), 10.00(s, 1H).

Workup

  1. custompartially evaporated
  2. extractionextracted with ether
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic layer was dried (magnesium sulfate)
  5. customevaporated

Sources & evidence

ORD record
ord-ce05c79cbfe34e3ea267cc42efa8fdbc
Source dataset
uspto-grants-1999_11
Patent number
US05977376

Reaction notes

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