Methanol → HCID 15679049, compound

Participants

Reaction Steps

4-Methyl-12H-dibenzo-[d,g][1,3]dioxocin-6-carboxylic acid from Example 1 (1.8 g, 6.6 mmol) was mixed with 75 ml of methanol and 5 g of Dowex™ sulfonic acid resin and the mixture heated at reflux for 16 hours. The mixture was allowed to cool, the resin removed by filtration, and the volatile components removed by evaporation under reduced pressure The residue was taken up in 150 ml of ether and the solution extracted with saturated aqueous sodium bicarbonate and dried over magnesium sulfate. The volatiles were removed by evaporation under reduced pressure and the light yellow residual solid, which amounted to 1.29 g, was recrystallized from ethanol to obtain 0.77 g (41 percent of theory) of the title compound as a solid melting at 104°-105° C. The proton nmr spectrum was consistent with the assigned structure.

Provenance & Evidence