Reacción #446385

Ecuación de reacción

methyl 3',4'-dimethoxyspiro(cyclopropane-1,12'(12'H)-dibenzo-[d,g][1,3]dioxocin)-6'-carboxylate

sodium hydroxide

→

title compound

3',4'-Dimethoxyspiro-(cyclopropane-1,12'(12'H)-dibenzo[d,g][1,3]dioxocin)-6'-carboxylic Acid

Disolventes

water

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ether
2. 2
   ExtracciónThe resulting mixture was extracted 3 times with 1 ml portions of ether
3. 3
   Secadothe combined ethereal extracts were dried over magnesium sulfate
4. 4
   Concentraciónconcentrated by evaporation under reduced pressure

Procedimiento

A solution of 76 mg (0.23 mmol) of methyl 3',4'-dimethoxyspiro(cyclopropane-1,12'(12'H)-dibenzo-[d,g][1,3]dioxocin)-6'-carboxylate in 0.46 ml of tetrahydrofuran was combined with 0.172 ml (0.35 mmol) of 2 N aqueous sodium hydroxide and the mixture stirred for 1.3 hour. The resulting mixture was diluted with 0.5 ml of water, extracted with ether, and then acidified with 1 N aqueous hydrochloric acid. The resulting mixture was extracted 3 times with 1 ml portions of ether and the combined ethereal extracts were dried over magnesium sulfate and concentrated by evaporation under reduced pressure to obtain the title compound in quantitative yield as a white solid. The proton and carbon NMR and infrared spectra were consistent with the assigned structure.

Fuente