تفاعل #521391

معادلة التفاعل

tert-butylnitrite

dimethyl disulfide

2-(4,5-dihydroisoxazol-3-yl)-3-methylaniline

dimethyl disulfide

→

3-(2-methyl-6-methylthiophenyl)-4,5-dihydroisoxazole

ظروف التفاعل

المعالجة

1. 1
   ترشيحFor work-up, the solid is filtered off with suction
2. 2
   workup.ADDITIONthe filtrate is diluted with methylene chloride
3. 3
   استخلاصextracted with dilute hydrochloric acid
4. 4
   غسيلThe organic phase is washed with saturated aqueous NaHCO3 solution
5. 5
   تجفيفdried over sodium sulfate
6. 6
   ترشيحthe drying agent is filtered off
7. 7
   تركيزthe filtrate is concentrated
8. 8
   أخرىExcess dimethyl disulfide is removed under oil pump vacuum

الإجراء التجريبي

19.5 g (170 mmol) of tert-butylnitrite and 20 g of copper powder are initially charged in 30 ml of dimethyl disulfide, and a solution of 20 g (114 mmol) of 2-(4,5-dihydroisoxazol-3-yl)-3-methylaniline in 100 ml of dimethyl disulfide is added dropwise at from 50 to 55° C. The mixture is subsequently stirred at 60° C. for 1.5 hours. For work-up, the solid is filtered off with suction, and the filtrate is diluted with methylene chloride and extracted with dilute hydrochloric acid. The organic phase is washed with saturated aqueous NaHCO3 solution and dried over sodium sulfate, the drying agent is filtered off and the filtrate is concentrated. Excess dimethyl disulfide is removed under oil pump vacuum.

المصدر