반응 #320307

반응 방정식

5,8-dimethyl-6-bromothiochroman-4-one

O-ethylhydroxylamine hydrochloride

ethanol

→

4-ethoxyimino-5,8-dimethyl-6-bromothiochroman

수율 92.6%

용매

pyridine

반응 조건

후처리

1. 1
   온도under heat in a mixed solvent
2. 2
   workup.DISTILLATIONThe solvents were distilled off under reduced pressure
3. 3
   workup.ADDITIONthe residue was treated with 5% hydrochloric acid
4. 4
   추출extracted with ethyl acetate
5. 5
   세척The so-obtained solution was consecutively washed with 5% aqueous potassium carbonate and with saturated sodium chloride solution
6. 6
   건조dried over sodium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off

실험 절차

3.0 Grams (11 mmol) of 5,8-dimethyl-6-bromothiochroman-4-one and 2.2 g (22 mmol) of O-ethylhydroxylamine hydrochloride were refluxed under heat in a mixed solvent containing 10 ml of ethanol and 10 ml of pyridine for 30 minutes. The solvents were distilled off under reduced pressure, and then the residue was treated with 5% hydrochloric acid and extracted with ethyl acetate. The so-obtained solution was consecutively washed with 5% aqueous potassium carbonate and with saturated sodium chloride solution and dried over sodium sulfate. The solvent was distilled off to give 3.2 g of 4-ethoxyimino-5,8-dimethyl-6-bromothiochroman (yield 92%).

출처