Реакция #6072

Уравнение реакции

maleic anhydride

phenyl vinyl sulfide

ethylaluminum dichloride

→

title compound

Выход 90.7%

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

Выход 90.7%

Растворители

1,2-dichloroethane

methylene chloride

Условия реакции

Обработка

1. 1
   ПромывкаThe methylene chloride solution was washed three times with saturated aqueous ammonium chloride solution
2. 2
   Сушкаonce with brine, dried over anhydrous sodium sulfate
3. 3
   Концентрированиеconcentrated

Методика

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).

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