Реакция #74184

Уравнение реакции

hydrochloric acid

4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid methyl ester

lithium hydroxide

→

4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid

Выход 77.6%

Растворители

methanol

Условия реакции

Обработка

1. 1
   Экстракцияextracted with dichloromethane (25 ml)
2. 2
   ПромывкаThe organic layer is washed with brine
3. 3
   Сушкаdried over magnesium sulphate
4. 4
   Фильтрацияfiltered
5. 5
   Концентрированиеthe filtrate is concentrated in vacuo

Методика

To a solution of 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid methyl ester (60 mg, 0.16 mmol) in methanol (2 ml) is added 1N aqueous lithium hydroxide solution (2 ml) and the reaction stirred at room temperature for 72 hours. The reaction is acidified with 2N aqueous hydrochloric acid (25 ml) and extracted with dichloromethane (25 ml). The organic layer is washed with brine, dried over magnesium sulphate, filtered and the filtrate is concentrated in vacuo to give 4-[4-(2,4-dioxobicyclo[3.2.1]oct-3-yl)-5-methylthiophen-2-yl]benzoic acid (44 mg).

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