![](/CAS/GIF/120014-06-4.gif)
Donepezil synthesis
- Product Name:Donepezil
- CAS Number:120014-06-4
- Molecular formula:C24H29NO3
- Molecular Weight:379.49
![5,6-Dimethoxy-1-indanone](/CAS/GIF/2107-69-9.gif)
2107-69-9
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$6.00/5g
![(1-Benzyl-4-piperidyl)methanol](/CAS/GIF/67686-01-5.gif)
67686-01-5
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$14.00/1g
![Donepezil](/CAS/GIF/120014-06-4.gif)
120014-06-4
330 suppliers
$5.00/100mg
Yield:120014-06-4 98%
Reaction Conditions:
with C18H23ClFIrN3(1+)*Cl(1-);potassium hydroxide in lithium hydroxide monohydrate;toluene at 100; for 16 h;Catalytic behavior;Inert atmosphere;Schlenk technique;Large scale;Reagent/catalyst;Solvent;
Steps:
General Procedure for Synthesis of ketones
General procedure: A mixture of 1 (0.55 mmol), 2 (0.5mmol), KOH (0.55 mmol), toluene/H2O (3.0 mL, 10:1), and TC-3 (0.5 mol%) were added into a 10.0 mL Schlenk tube under N2 atmosphere, which was reacted at 100oC for 16 h. After completion, the mixture was extracted with ethyl acetate (3 5.0 mL), dried over magnesium sulfate and concentrated in vacuum, which was purified by silica gel chromatography using a mixture of EtOAc/petroleum ether (1/50~5:1) as eluent to afford the ketone products. General Procedure for Scale-up of donepezil 3aA mixture of 1a (6.0 mmol), 2a (5.0 mmol), KOH (5.5 mmol),toluene/H2O (15.0 mL, 10:1), and TC-3 (0.5 mol%) were added into a100.0 mL Schlenk tube under N2 atmosphere, which was reacted at100oC for 16h. After completion, the mixture was extracted with ethylacetate (3 × 10.0 mL), dried over magnesium sulfate and concentrated invacuum, which was purified by silica gel chromatography using amixture of DCM/MeOH/HCO2H (80/2/1) as eluent to afford thedonepezil 3a.2-((1-benzylpiperidin-4-yl)methyl)-5,6-dimetho-xy-2,3-dihydro-1H-inden-1-one (3a) 28Yield: 3671.4 mg (98%), white solid (mp: 220-222°C).1H NMR (400 MHz, CDCl3) δ 7.30 (t, J = 6.8 Hz, 4H), 7.27-7.21 (m, 1H),7.16 (s, 1H), 6.85 (s, 1H), 3.95 (s, 3H), 3.89 (s, 3H), 3.50 (s, 2H), 3.22 (dd, J= 17.5, 8.1 Hz, 1H), 2.90 (t, J = 9.2 Hz, 2H), 2.70 (dd, J = 12.0, 5.1 Hz, 2H),2.02-1.86 (m, 3H), 1.70 (dd, J = 30.1, 12.5 Hz, 2H), 1.55-1.43 (m, 1H), 1.34(tdd, J = 13.2, 11.0, 4.6 Hz, 3H).13C NMR (100 MHz, CDCl3) δ 207.9, 155.4, 149.4, 148.8, 138.4, 129.3,129.3, 128.1, 126.9, 107.4, 104.3, 63.5, 56.2, 56.1, 53.8, 53.8, 45.5, 38.7,34.5, 33.3, 33.1, 31.8.
References:
Wang, Sen;Miao, Rui;Xia, Yanping;Wei, Yifei;Luo, Renshi;Ouyang, Lu [Synthesis,2022,vol. 54,# 23,p. 5253 - 5260]
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100-39-0
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![5,6-Dimethoxy-2-(piperidin-4-yl)methylene-indan-1-one](/CAS/GIF/120014-30-4.gif)
120014-30-4
148 suppliers
$300.00/100g
![Donepezil](/CAS/GIF/120014-06-4.gif)
120014-06-4
330 suppliers
$5.00/100mg
![5,6-Dimethoxy-1-indanone](/CAS/GIF/2107-69-9.gif)
2107-69-9
511 suppliers
$6.00/5g
![N-Benzylpiperidine-4-carboxaldehyde](/CAS/GIF/22065-85-6.gif)
22065-85-6
343 suppliers
$9.00/1g
![Donepezil](/CAS/GIF/120014-06-4.gif)
120014-06-4
330 suppliers
$5.00/100mg
![Benzyl chloride](/CAS/GIF/100-44-7.gif)
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627 suppliers
$13.50/250G
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120014-30-4
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$300.00/100g
![Donepezil](/CAS/GIF/120014-06-4.gif)
120014-06-4
330 suppliers
$5.00/100mg
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120014-07-5
138 suppliers
$16.00/250mg
![Donepezil](/CAS/GIF/120014-06-4.gif)
120014-06-4
330 suppliers
$5.00/100mg
![5,6-Dimethoxy-2-(piperidin-4-yl)methylene-indan-1-one](/CAS/GIF/120014-30-4.gif)
120014-30-4
148 suppliers
$300.00/100g