Piperidine, 1-methyl-3-(phenylmethylene)-, (E)-

Base Information

• Chemical Name: Piperidine, 1-methyl-3-(phenylmethylene)-, (E)-
• CAS No.: 114507-01-6
• Molecular Formula: C13H17 N
• Molecular Weight: 187.285
• ChEMBL ID: CHEMBL289967
• Mol file: 114507-01-6.mol

Synonyms:CHEMBL289967;Piperidine, 1-methyl-3-(phenylmethylene)-, (E)-;114507-01-6;3-Benzylidene-1-methyl-piperidine;BDBM50022808

Chemical Property of Piperidine, 1-methyl-3-(phenylmethylene)-, (E)-

Chemical Property:

• Vapor Pressure: 0.00222mmHg at 25°C
• Boiling Point: 289.3°C at 760 mmHg
• Flash Point: 117.6°C
• Density: 1.01g/cm³
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 187.136099547
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCC(=CC2=CC=CC=C2)C1
• Isomeric SMILES: CN1CCC/C(=C\C2=CC=CC=C2)/C1

Technology Process of Piperidine, 1-methyl-3-(phenylmethylene)-, (E)-

There total 3 articles about Piperidine, 1-methyl-3-(phenylmethylene)-, (E)- 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:

1-methyl-3-piperidone (5519-50-6) + O,O-diethyl benzylphosphonate (1080-32-6) → (Z)-N-methyl-3-(phenylmethylene)piperidine (114507-00-5) + (E)-N-methyl-3-(phenylmethylene)piperidine (114507-01-6)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; for 1.5h; Heating;

DOI:10.1021/jm00403a013

Reference yield:

3-methoxy-1-methyl-1,2,5,6-tetrahydropyridine (98435-42-8) → (E)-N-methyl-3-(phenylmethylene)piperidine (114507-01-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 81 percent / conc. HBr / 5 h / Heating

2: aq. K₂CO₃

3: 0.95 g / NaH / 1,2-dimethoxy-ethane / 1.5 h / Heating

With hydrogen bromide; sodium hydride; potassium carbonate; In 1,2-dimethoxyethane;

DOI:10.1021/jm00403a013

Reference yield:

N-methyl-3-piperidinone hydrobromide hydrate (114506-99-9) → (E)-N-methyl-3-(phenylmethylene)piperidine (114507-01-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. K₂CO₃

2: 0.95 g / NaH / 1,2-dimethoxy-ethane / 1.5 h / Heating

With sodium hydride; potassium carbonate; In 1,2-dimethoxyethane;

DOI:10.1021/jm00403a013

upstream raw materials:

1-methyl-3-piperidone

O,O-diethyl benzylphosphonate

3-methoxy-1-methyl-1,2,5,6-tetrahydropyridine

N-methyl-3-piperidinone hydrobromide hydrate

Downstream raw materials:

(E)-N-methyl-3-(phenylmethylene)piperidine hydrochloride