反応 #1135818

反応方程式

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

溶媒

water

反応条件

後処理

1. 1
   温度with heating
2. 2
   温度under reflux for two hours
3. 3
   その他The reaction mixtures
4. 4
   温度were cooled under ice-
5. 5
   温度cooling
6. 6
   workup.STIRRINGthe mixtures were stirred
7. 7
   温度with heating
8. 8
   温度under reflux for ten hours
9. 9
   温度After cooling the mixtures
10. 10
    workup.ADDITIONwas added
11. 11
    その他the reaction mixtures
12. 12
    workup.STIRRINGwith stirring
13. 13
    抽出were then extracted with ethyl acetate
14. 14
    乾燥The organic layers were dried over anhydrous sodium sulfate
15. 15
    濃縮the resulting mixtures were then concentrated under reduced pressure

実験手順

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.

出典