반응 #43938

반응 방정식

4-bromo-3,5-dimethylphenol

3-(methylthio)-1-propanol

tributylphosphine

1,1′-(azodicarbonyl)dipiperidine

→

title compound

수율 87.0%

2-bromo-1,3-dimethyl-5-[3-(methylthio)propoxy]benzene

수율 87.0%

용매

Hexane

toluene

반응 조건

후처리

1. 1
   여과the insoluble substance was filtered off
2. 2
   농축the filtrate was concentrated under reduced pressure
3. 3
   기타The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-25:75)

실험 절차

To a solution of 4-bromo-3,5-dimethylphenol (4.02 g, 20.0 mmol), 3-(methylthio)-1-propanol (2.12 g, 20.0 mmol) and tributylphosphine (7.97 mL, 32.0 mmol) in toluene (320 mL) was added 1,1′-(azodicarbonyl)dipiperidine (8.07 g, 32.0 mmol), and the mixture was stirred at room temperature for 18 hr under nitrogen atmosphere. Hexane (160 mL) was added to the reaction mixture, the insoluble substance was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-25:75) to give the title compound (5.03 g, yield 87%) as a pale-yellow oil.

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