2-Propanoyl-3-(4-tolyl)tropane

Base Information

• Chemical Name: 2-Propanoyl-3-(4-tolyl)tropane
• CAS No.: 152783-29-4
• Molecular Formula: C₁₈H₂₅NO
• Molecular Weight: 271.403
• DSSTox Substance ID: DTXSID60934599
• Nikkaji Number: J532.070D
• Wikipedia: 2%CE%B2-Propanoyl-3%CE%B2-(4-tolyl)-tropane
• Wikidata: Q4634016
• Mol file: 152783-29-4.mol

Synonyms:2-propanoyl-3-(4-toluyl)tropane;2-propanoyl-3-(4-tolyl)tropane;2-PTT;2beta-propanoyl-3beta-(4-tolyl)tropane

Chemical Property of 2-Propanoyl-3-(4-tolyl)tropane

Chemical Property:

• Vapor Pressure: 2.91E-06mmHg at 25°C
• Boiling Point: 389.1°Cat760mmHg
• PKA: 9.99±0.60(Predicted)
• Flash Point: 137.8°C
• Density: 1.035g/cm³
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 271.193614421
• Heavy Atom Count: 20
• Complexity: 358

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)C1C2CCC(N2C)CC1C3=CC=C(C=C3)C
• Isomeric SMILES: CCC(=O)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1C3=CC=C(C=C3)C

Technology Process of 2-Propanoyl-3-(4-tolyl)tropane

There total 5 articles about 2-Propanoyl-3-(4-tolyl)tropane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

para-methylphenylmagnesium bromide (4294-57-9) + 8-methyl-2-propanoyl-8-azabicyclo<3.2.1>oct-2-ene (156038-49-2) → 8-methyl-2α-propanoyl-3β-p-tolyl-8-azabicyclo<3.2.1>octane (152783-29-4)

Guidance literature:

para-methylphenylmagnesium bromide; 8-methyl-2-propanoyl-8-azabicyclo<3.2.1>oct-2-ene; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; diethyl ether; Further stages.;

DOI:10.1021/jo0158940

Reference yield: 64.0%

para-methylphenylmagnesium bromide (4294-57-9) + 8-methyl-2-propanoyl-8-azabicyclo<3.2.1>oct-2-ene (156038-49-2) → WF 11 (152783-29-4) + 8-methyl-2α-propanoyl-3β-p-tolyl-8-azabicyclo<3.2.1>octane (152783-29-4)

Guidance literature:

With copper bromide-dimethyl sulfide; In diethyl ether; 1.) 0 deg C, 4 h, 2.) RT, overnight;

DOI:10.1021/jm00035a005

Reference yield: 64.0%

para-methylphenylmagnesium bromide (4294-57-9) + 8-methyl-2-propanoyl-8-azabicyclo<3.2.1>oct-2-ene (156038-49-2) → WF 11 (152783-29-4) + 8-methyl-2α-propanoyl-3β-p-tolyl-8-azabicyclo<3.2.1>octane (152783-29-4)

Guidance literature:

With copper bromide-dimethyl sulfide; In diethyl ether; 1.) 0 deg C, 4 h, 2.) RT, overnight;

DOI:10.1021/jm00035a005

upstream raw materials:

para-methylphenylmagnesium bromide

8-methyl-2-propanoyl-8-azabicyclo<3.2.1>oct-2-ene

Refernces

• 1、 Davies,Saikali,Huby,Gilliatt,Matasi,Sexton,Childers. "Synthesis of 2β-acyl-3β-aryl-8-azabicyclo[3.2.1]octanes and their binding affinities at dopamine and serotonin transport sites in rat striatum and frontal cortex". . p. 1262 - 1268. Retrieved 2007/10/02.