Reaktion #1135803

Reaktionsgleichung

sodium nitrite

aluminium chloride

sodium azide

tetrahydrofuran

3-bromo-2-methylbenzoic acid chloride

tetrahydrofuran

hydrochloric acid

→

1-(2-methyl-3-bromophenyl)-1.4-dihydrotetrazole-5-one

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith heating
2. 2
   Temperaturunder reflux for two hours
3. 3
   SonstigeAfter the reaction mixtures
4. 4
   Temperaturwere cooled under ice-
5. 5
   Temperaturcooling
6. 6
   workup.ADDITIONwas added
7. 7
   workup.STIRRINGthe resulting mixtures were stirred
8. 8
   Temperaturwith heating
9. 9
   Temperaturunder reflux for ten hours
10. 10
    TemperaturAfter cooling the mixtures
11. 11
    workup.ADDITIONwas added
12. 12
    Sonstigethe reaction mixtures
13. 13
    workup.STIRRINGwith stirring
14. 14
    Extraktionwere then extracted with ethyl acetate
15. 15
    TrocknenThe organic layers were dried over anhydrous sodium sulfate
16. 16
    Einengenwere then concentrated under reduced pressure

Vorschrift

A mixture of aluminium chloride 181.0 g, sodium azide 265.0 g and tetrahydrofuran 30.0 mL was stirred with heating under reflux for two hours. After the reaction mixtures were cooled under ice-cooling, and thereto was added a mixture of the above-mentioned 3-bromo-2-methylbenzoic acid chloride and tetrahydrofuran 200 mL and the resulting mixtures were stirred with heating under reflux for ten hours. After cooling the mixtures, to a mixture of sodium nitrite 407 g and water 1,500 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 were then concentrated under reduced pressure to give 1-(2-methyl-3-bromophenyl)-1.4-dihydrotetrazole-5-one.

Quelle