Реакция #6071

Уравнение реакции

dimethyl maleate

phenyl vinyl sulfide

ethylaluminum dichloride

hexane

→

title compound

Dimethyl 3-phenylthiocyclobutane-1,2-dicarboxylate

Растворители

1,2-dichloroethane

methylene chloride

Условия реакции

Обработка

1. 1
   ПромывкаThe methylene chloride solution was washed three times with saturated aqueous ammonium chloride
2. 2
   Сушкаonce with brine, dried over anhydrous sodium sulfate
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated

Методика

To a solution of dimethyl maleate (0.50 mL, 4 mmol) and phenyl vinyl sulfide (0.52 mL, 4 mmol) in 17 mL of 1,2-dichloroethane under nitrogen atmosphere, was added 1 equivalent (4 mL of a 1 M solution in hexane) of ethylaluminum dichloride. The resultant solution was heated at 85° C. for 18 h and then diluted with 75 mL of methylene chloride. The methylene chloride solution was washed three times with saturated aqueous ammonium chloride and once with brine, dried over anhydrous sodium sulfate, filtered and concentrated to give 0.98 g of the title compound; EI-MS, m/e (rel intensity): 280 (M+, 14), 136 (100).

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