Reacción #7069

Ecuación de reacción

5-trifluoromethyl-thiophen-3-ol

5-chloro-1-phenyl-1H-tetrazole

K2CO3

→

title compound

Rendimiento 68.0%

1-Phenyl-5-(5-trifluoromethyl-thiophen-3-yloxy)-1H-tetrazole

Rendimiento 68.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturais maintained
2. 2
   Temperaturaat reflux with careful exclusion of moisture overnight
3. 3
   OtroThe acetone is removed under reduced pressure
4. 4
   Otrothe residue is partitioned between CH2Cl2 (500 mL) and H2O (50 mL)
5. 5
   LavadoThe organic extracts are washed with brine
6. 6
   Secadodried (Na2SO4)
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated
9. 9
   OtroThe crude product is chromatographed on silica gel
10. 10
    Lavadoeluting with EtOAc

Procedimiento

A solution of 5-trifluoromethyl-thiophen-3-ol (2.0 g, 11.9 mmol) in dry acetone (480 mL) containing 5-chloro-1-phenyl-1H-tetrazole (2.1 g, 11.9 mmol) and K2CO3 (3.3 g, 23.8 mmol) is maintained at reflux with careful exclusion of moisture overnight. The acetone is removed under reduced pressure and the residue is partitioned between CH2Cl2 (500 mL) and H2O (50 mL). The organic extracts are washed with brine, then dried (Na2SO4), filtered and concentrated. The crude product is chromatographed on silica gel, eluting with EtOAc:Hex (1:80) to afford the title compound (2.5 g, 68%) as a white solid.

Fuente