反応 #77942

反応方程式

tert-butylnitrite

dimethyl disulfide

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

dimethyl disulfide

→

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

反応条件

後処理

1. 1
   ろ過For work-up, the solid is filtered off with suction
2. 2
   workup.ADDITIONthe filtrate is diluted with methylene chloride
3. 3
   抽出extracted with dilute hydrochloric acid
4. 4
   洗浄The organic phase is washed with saturated aqueous NaHCO3 solution
5. 5
   乾燥dried over sodium sulfate
6. 6
   ろ過the drying agent is filtered off
7. 7
   濃縮the filtrate is concentrated
8. 8
   その他Excess dimethyl disulfide is removed under oil pump vacuum

実験手順

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.

出典