반응 #157762

반응 방정식

water

Potassium t-butoxide

cyclopropyl bromide

3-bromothiophenol

→

title compound

수율 23.0%

1-Bromo-3-(cyclopropylsulfanyl)benzene

수율 23.0%

용매

dimethyl sulfoxide

반응 조건

후처리

1. 1
   추출followed by extraction with ethyl acetate
2. 2
   세척The organic layer was sequentially washed with water and brine
3. 3
   건조dried over sodium sulfate
4. 4
   여과filtered
5. 5
   기타after which the solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3)

실험 절차

Potassium t-butoxide (4 g) and cyclopropyl bromide (7.6 mL) were added to a solution of 3-bromothiophenol (6 g) in dimethyl sulfoxide (30 mL), and the mixture was stirred at 80° C. for five hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was sequentially washed with water and brine, dried over sodium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1→7:3) to give the title compound as a light yellow oil (1.6 g, 23%).

출처