Reacción #1135818

Ecuación de reacción

sodium nitrite

aluminium chloride

sodium azide

tetrahydrofuran

3-trifluoromethyl-2-methylbenzoic acid chloride

tetrahydrofuran

hydrochloric acid

→

1-(2-methyl-3-trifluoromethylphenyl)-1,4-dihydrotetrazole-5-one

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawith heating
2. 2
   Temperaturaunder reflux for two hours
3. 3
   OtroThe reaction mixtures
4. 4
   Temperaturawere cooled under ice-
5. 5
   Temperaturacooling
6. 6
   workup.STIRRINGthe mixtures were stirred
7. 7
   Temperaturawith heating
8. 8
   Temperaturaunder reflux for ten hours
9. 9
   TemperaturaAfter cooling the mixtures
10. 10
    workup.ADDITIONwas added
11. 11
    Otrothe reaction mixtures
12. 12
    workup.STIRRINGwith stirring
13. 13
    Extracciónwere then extracted with ethyl acetate
14. 14
    SecadoThe organic layers were dried over anhydrous sodium sulfate
15. 15
    Concentraciónthe resulting mixtures were then concentrated under reduced pressure

Procedimiento

A mixture of aluminium chloride 6.53 g, sodium azide 9.55 g and tetrahydrofuran 100 mL was stirred with heating under reflux for two hours. The reaction mixtures were cooled under ice-cooling and thereto were added 3-trifluoromethyl-2-methylbenzoic acid chloride and tetrahydrofuran 100 mL and the mixtures were stirred with heating under reflux for ten hours. After cooling the mixtures, to a mixture of sodium nitrite 14.7 g and water 200 mL was added the reaction mixtures with stirring. The mixtures were acidified with concentrated hydrochloric acid and were then extracted with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate and the resulting mixtures were then concentrated under reduced pressure to give 1-(2-methyl-3-trifluoromethylphenyl)-1,4-dihydrotetrazole-5-one.

Fuente