Phthalimide → 2-(2-Oxocyclohexyl)isoindole-1,3-dione

Participants

Reaction Steps

The amine required as precursor was prepared in accordance with GB1131191. 2-Chlorocyclohexanone was reacted with phthalimide to give 2-(2-oxocyclohexyl)isoindole-1,3-dione, which was ketalized with ethylene glycol in the presence of para-toluenesulfonic acid, giving 2-(1,4-dioxaspiro[4.5]dec-6-yl)isoindole-1,3-dione. Treatment with hydrazine hydrate to remove the phthalimide radical gave the desired 1,4-dioxaspiro[4.5]dec-6-ylamine.

Provenance & Evidence