반응 #595153

반응 방정식

1-chloro-2-ethoxyethane

3,5-dimethylbenzenethiol

potassium carbonate

potassium iodide

→

title compound

수율 76.2%

2-[(3,5-dimethylphenyl)thio]ethyl ethyl ether

수율 76.2%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at 80° C. for 5 hr
2. 2
   농축The reaction mixture was concentrated under reduced pressure, and water
3. 3
   workup.ADDITIONwas added to the residue
4. 4
   추출The mixture was extracted with diethyl ether
5. 5
   건조The extract was dried over anhydrous sodium sulfate
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue was purified by silica gel column chromatography (hexane-hexane/ethyl acetate=10/1)

실험 절차

To a solution of 1-chloro-2-ethoxyethane (5.90 mL, 54.3 mmol) and 3,5-dimethylbenzenethiol (5.00 g, 36.2 mmol) in N,N-dimethylformamide (140 mL) were added potassium carbonate (5.50 g, 39.8 mmol) and potassium iodide (0.90 g, 5.43 mmol) under stirring at room temperature, and the mixture was stirred at 80° C. for 5 hr. The reaction mixture was concentrated under reduced pressure, and water was added to the residue. The mixture was extracted with diethyl ether. The extract was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-hexane/ethyl acetate=10/1) to give the title compound (5.80 g, yield 76%) as a colorless oil.

출처