Reacción #74184

Ecuación de reacción

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

Rendimiento 77.6%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with dichloromethane (25 ml)
2. 2
   LavadoThe organic layer is washed with brine
3. 3
   Secadodried over magnesium sulphate
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónthe filtrate is concentrated in vacuo

Procedimiento

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).

Fuente