Реакция #1135818

Уравнение реакции

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

Растворители

water

Условия реакции

Обработка

1. 1
   Температураwith heating
2. 2
   Температураunder reflux for two hours
3. 3
   ДругоеThe reaction mixtures
4. 4
   Температураwere cooled under ice-
5. 5
   Температураcooling
6. 6
   workup.STIRRINGthe mixtures were stirred
7. 7
   Температураwith heating
8. 8
   Температураunder reflux for ten hours
9. 9
   ТемператураAfter cooling the mixtures
10. 10
    workup.ADDITIONwas added
11. 11
    Другоеthe reaction mixtures
12. 12
    workup.STIRRINGwith stirring
13. 13
    Экстракцияwere then extracted with ethyl acetate
14. 14
    СушкаThe organic layers were dried over anhydrous sodium sulfate
15. 15
    Концентрированиеthe resulting mixtures were then concentrated under reduced pressure

Методика

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.

Источник