1-Benzyl-4-(5,6-dimethoxy-1-oxoindan-2-ylindenemethyl)piperidine Chemical Properties

Melting point:

176-178°C

Boiling point:

542.8±50.0 °C(Predicted)

Density 

1.209±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

8.03±0.10(Predicted)

Appearance

White to light yellow Solid

Safety Information

HS Code 

2933399990

1-Benzyl-4-(5,6-dimethoxy-1-oxoindan-2-ylindenemethyl)piperidine Usage And Synthesis

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.

Uses

An impurity of Donepezil (D531750); an intermediate as an anti-Alzheimer's agent.

References

[1] Patent: US2009/253746, 2009, A1. Location in patent: Page/Page column 3
[2] Patent: EP1911745, 2008, A1. Location in patent: Page/Page column 11-12
[3] Patent: EP1911745, 2008, A1. Location in patent: Page/Page column 10
[4] Patent: EP1911745, 2008, A1. Location in patent: Page/Page column 14
[5] Organic Process Research and Development, 2008, vol. 12, # 4, p. 731 - 735

1-Benzyl-4-(5,6-dimethoxy-1-oxoindan-2-ylindenemethyl)piperidine(120014-07-5)Related Product Information

• 2,6-Dimethoxybenzaldehyde
• Dimethyldimethoxysilane
• Diphenyldimethoxysilane
• Benzyl benzoate
• Benzyl isocyanate
• Benzyl chloride
• N,N-Dimethylbenzylamine
• Haloperidol
• 1,1-Dimethoxyethane
• Benzyl nicotinate
• Benzyl alcohol
• Benzyltriethylammonium chloride
• 5,6-Dimethoxy-1-indanone
• Dimethoxymethane
• Donepezil
• XWAIAVWHZJNZQQ-RPXFAUAJSA-N
• 5,6-Dimethoxy-2-(pyridine-4-yl)methylene-indan-1-one
• 5-O-Desmethyl Donepezil