91797-60-3

Basic information

• Product Name: trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine
• Synonyms: trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine
• CAS NO: 91797-60-3
• Molecular Weight: 306.235
• Mol File: 91797-60-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 257-258 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• Boiling Point: 416.3±45.0 °C(Predicted)
• Density: 1.25±0.1 g/cm3(Predicted)
• CAS DataBase Reference: trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine(CAS DataBase Reference)
• NIST Chemistry Reference: trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine(91797-60-3)
• EPA Substance Registry System: trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine(91797-60-3)

Safety Data

• Hazardous Substances Data: 91797-60-3(Hazardous Substances Data)

Upstream product

• 312620-95-4 C₁₇H₁₅Cl₂N 
• 79560-20-6 N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene]methanamine 
• 150884-50-7 benzaldehyde N-boc imine 
• 135865-78-0 tert-butyl (1S)-3-oxo-1-phenylpropylcarbamate 
• 79617-96-2 Sertraline 
• 261776-41-4 (4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-ylidene)methylamine 
• 79560-16-0 3-(ethoxycarbonyl)-4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid 
• 149620-65-5 4-(3,4-dichlorophenyl)-4-phenylbutyric acid 
• 79560-17-1 4-(3,4-dichlorophenyl)-4-phenylbut-3-enoic acid 
• 79560-18-2 4-(3,4-dichlorophenyl)-4-phenylbutanoic acid 
• 6284-79-3 3,4-dichlorobenzophenone 
• 79560-19-3 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one 
• 79836-45-6 trans-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine 
• 674768-38-8 (1S,4R)-sertraline-(S)-mandelate 

Downstream Products

• 91797-74-9 C₈H₈O₃*C₁₇H₁₇Cl₂N 
• 79896-31-4 trans-(1S,4R)-N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride 

Relevant articles and documents

Concise enantioselective synthesis of (+)-sertraline and (-)-CP-52002 using proline catalysis

A short enantioselective synthesis of (+)-sertraline and its C4 epimer (-)-CP-52002 with an overall yield of 30%, respectively, as its hydrochloride has been described. The key steps are the proline catalyzed Mannich reaction of acetaldehyde and acid catalyzed intramolecular Friedel-Crafts' alkylation reaction of olefin proceeding with high optical purities.

Spiro[4,4]-1,6-nonadiene-based phosphine-oxazoline ligands for iridium-catalyzed enantioselective hydrogenation of ketimines

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Racemisation process

The present invention relates to a novel process for obtaining (1S,4S)N-methyl-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthaleneamine from a mixture of its isomers. The process involves isomerising the 1-position and the 4-position and effecting separation of the desired isomer by methods such as fractured crystallization. The process can be operated as a continuous process.