120014-07-5

Synthesis

A solution of 5,6-dimethoxy-indanone (19 g, 0.10 mol) in methanol (8 mL) is stirred under inert atmosphere at room temperature. Slowly add NaOH flakes (12.8 g, 0.32 mol) followed by N-benzyl-piperidine-4-carboxaldehyde (20.2 g, 0.10 mol) to the reaction mixture. The mixture was stirred at room temperature for 3 h and progress of the reaction was monitored by TLC (hexane:ethyl acetate; 1:1). Once the reaction is complete, the solid formed was filtered, washed with 5 % acetic acid and then with methanol and dried. The obtained solid (34 g) was taken into a round bottom flask and refluxed with DMF (50 mL). Gradually cooled to room temperature and stirred for 2 h, filtered the solid formed, wash with chilled methanol to afford a pale yellow crystalline solid 1-Benzyl-4-(5,6-dimethoxy-1-oxoindan-2-ylindenemethyl)piperidine (32.0 g, 84 %); m.p.: 175-177 °C.

Uses

An impurity of Donepezil; an intermediate as an anti-Alzheimer agent. 1-Benzyl-4-(5,6-dimethoxy-1-oxoindan-2-ylindenemethyl)piperidine is a chemical compound with potential pharmacological properties. It belongs to the class of piperidine derivatives and contains a benzyl group, a piperidine ring, and an indane moiety with two methoxy and one oxo substituents. The compound has been studied for its potential as an antipsychotic agent due to its ability to modulate dopamine and serotonin receptors in the brain.