Diethyl Ether → Methyl 4-(1,2,4-triazol-1-yl)-2-trifluoromethylbenzoate

Participants

Role	Name	HCID	Charge
Reactant	Diethyl Ether	HCID 3283	—
Reactant	1H-1,2,4-Triazole	HCID 9257	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Methyl 4-fluoro-2-(trifluoromethyl)benzoate	HCID 15541084	—
Solvent	Dimethylformamide	HCID 6228	—
Product	Methyl 4-(1,2,4-triazol-1-yl)-2-trifluoromethylbenzoate	HCID 18795041	83.9%

Reaction Conditions

Temperature	60 °C

Reaction Steps

To a solution of methyl 4-fluoro-2-trifluoromethylbenzoate (4.95 g) in N,N-dimethylformamide was added 1,2,4-triazole (2.0 g) and potassium carbonate (4.0 g) at 20° C. and the mixture stirred for 4 hours at 60° C. The mixture was diluted (ether), washed (aqueous citric acid) and dried (magnesium sulfate). The residue was purified by chromatography to give methyl 4-(1,2,4-triazol-1-yl)-2-trifluoromethylbenzoate (5.07 g), NMR 3.98(s,3H),7.94-8.05(2H),8.15(2H),8.71 (s,1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05977376
Source dataset	uspto-grants-1999_11
ORD ID	ord-8f62f011ae7b48fe88a40c9af20f1cf5
Source note	uspto-grants-1999_11