Reaktion #1135818

Reaktionsgleichung

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

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith heating
2. 2
   Temperaturunder reflux for two hours
3. 3
   SonstigeThe reaction mixtures
4. 4
   Temperaturwere cooled under ice-
5. 5
   Temperaturcooling
6. 6
   workup.STIRRINGthe mixtures were stirred
7. 7
   Temperaturwith heating
8. 8
   Temperaturunder reflux for ten hours
9. 9
   TemperaturAfter cooling the mixtures
10. 10
    workup.ADDITIONwas added
11. 11
    Sonstigethe reaction mixtures
12. 12
    workup.STIRRINGwith stirring
13. 13
    Extraktionwere then extracted with ethyl acetate
14. 14
    TrocknenThe organic layers were dried over anhydrous sodium sulfate
15. 15
    Einengenthe resulting mixtures were then concentrated under reduced pressure

Vorschrift

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.

Quelle