反応 #43938

反応方程式

4-bromo-3,5-dimethylphenol

3-(methylthio)-1-propanol

tributylphosphine

1,1′-(azodicarbonyl)dipiperidine

→

title compound

収率 87.0%

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

収率 87.0%

溶媒

Hexane

toluene

反応条件

後処理

1. 1
   ろ過the insoluble substance was filtered off
2. 2
   濃縮the filtrate was concentrated under reduced pressure
3. 3
   その他The residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-25:75)

実験手順

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.

出典