Methanesulfonate → Phthalimide

Participants

Reaction Steps

The crude mesylate thus obtained was immediately taken up in 200 ml DMF, potassium phthalimide (14.44 g, (0.078 mole) was added, and the mixture was stirred at 25°-30° C. for 45 min. Completion of the reaction was judged by tracking the presence of starting material by tlc (20% ethylacetate/hexane). The reaction mixture was partitioned between water and dichloromethane, and the dichloromethane layer was dried over K2CO3 and concentrated to a brown semi-solid. This material was dissolved in ether, washed with water, decolorized again with carbon, dried over K2CO3, and filtered and concentrated. The resulting pale yellow solid was recrystallized from hexane/ethyl acetate to provide a total of 3.89 g (20%) phthalimide.

Provenance & Evidence