反応 #6072

反応方程式

maleic anhydride

phenyl vinyl sulfide

ethylaluminum dichloride

→

title compound

収率 90.7%

2,4-dioxo-6-phenylthio-3-oxabicyclo[3.2.0]heptane

収率 90.7%

溶媒

1,2-dichloroethane

methylene chloride

反応条件

後処理

1. 1
   洗浄The methylene chloride solution was washed three times with saturated aqueous ammonium chloride solution
2. 2
   乾燥once with brine, dried over anhydrous sodium sulfate
3. 3
   濃縮concentrated

実験手順

To a solution of maleic anhydride (0.39 g, 4 mmol) and phenyl vinyl sulfide (0.52, 4 mmol) in 17 mL of 1,2-dichloroethane under nitrogen, was added 2 mL (0.5 equiv) of ethylaluminum dichloride. The resultant solution was stirred at ambient temperature for 0.5 h and then diluted with 75 mL of methylene chloride. The methylene chloride solution was washed three times with saturated aqueous ammonium chloride solution and once with brine, dried over anhydrous sodium sulfate and concentrated to give 0.85 g of the title compound; EI-MS, m/e (rel intensity): 234 (M+, 23), 136 (100), 109 (12), 91 (21).

出典