反应详情

温度

120 °C

A mixture of 1.50 g of 2-(4-methylphenyl)benzonitrile, 19.5 g of tridodecyltin azide (tri-n-dodecyltin azide) and 7 ml of toluene was stirred for 37.5 hours at 120° C. The reaction mixture was, after cooling, concentrated, and there were added 18 ml of ethanol, 1 ml of methylene chloride and 2.4 g of sodium nitrite dissolved in 9 ml of water, whose pH was adjusted at 3.4 with conc. hydrochloric acid. To the mixture were added 2 ml of ethyl acetate and 100 ml of hexane. Insolubles were filtered off. The filtrate was shaken, then left standing to form two layers. The organic layer was subjected to extraction with 1N NaOH. The alkaline layer was adjusted at pH 3 with conc. hydrochloric acid, and then subjected to extraction with ethyl acetate. The extract was concentrated, and there were added ethyl acetate and hexane to cause crystallization. The crystals were collected by filtration, washed with hexane and dried to afford 1.51 g (yield 82.3%) of 5-[2-(4'-methylbiphenyl)]tetrazole. Spectrum data were in good agreement with those in Example 4.

1. temperatureafter cooling
2. concentrationconcentrated
3. additionthere were added 18 ml of ethanol, 1 ml of methylene chloride and 2.4 g of sodium nitrite
4. dissolutiondissolved in 9 ml of water
5. additionTo the mixture were added 2 ml of ethyl acetate and 100 ml of hexane
6. filtrationInsolubles were filtered off
7. stirringThe filtrate was shaken
8. waitleft
9. customto form two layers
10. extractionThe organic layer was subjected to extraction with 1N NaOH
11. extractionsubjected to extraction with ethyl acetate
12. concentrationThe extract was concentrated
13. additionthere were added ethyl acetate and hexane
14. customcrystallization
15. filtrationThe crystals were collected by filtration
16. washwashed with hexane
17. customdried