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Sertraline hydrochloride synthesis
- Product Name:Sertraline hydrochloride
- CAS Number:79559-97-0
- Molecular formula:C17H18Cl3N
- Molecular Weight:342.69
![Carbamic acid, N-[(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenyl]-N-methyl-, 1,1-dimethylethyl ester](/CAS/20210305/GIF/267884-85-5.gif)
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Yield:79559-97-0 500 mg
Reaction Conditions:
with hydrogenchloride in acetic acid methyl ester at 20; for 6 h;
Steps:
Synthesis of sertraline via asymmetric hydrogenation of imine (S)-16f:
To a stirred saturated solution of HCl in CH3COOCH3 (4 M, 10 mL), (S,S)-17f (650 mg) was added. The reaction mixture was stirred at room temperature for 6 h. The solvent were then evaporated in vacuum. The product was crystallised, filtered, and then washed twice with CH3COOCH3, giving the final product sertraline (500 mg) in 90% overall yield with >99% ee value.
References:
Chen, Fei;Ding, Ziyuan;He, Yanmei;Qin, Jie;Wang, Tianli;Fan, Qing-Hua [Tetrahedron,2012,vol. 68,# 26,p. 5248 - 5257] Location in patent:supporting information; experimental part
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![1-Naphthalenamine, 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-, (1S,4S)-, 2-hydroxy-1,2,3-propanetricarboxylate (1:1)](/CAS/20211123/GIF/836597-67-2.gif)
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![Sertraline hydrochloride](/CAS/GIF/79559-97-0.gif)
79559-97-0
420 suppliers
$21.00/1g