4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride

Base Information

• Chemical Name: 4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride
• CAS No.: 43064-12-6
• Molecular Formula: C11H13N^.HCl
• Molecular Weight: 195.692
• Hs Code.: 29333990
• European Community (EC) Number: 256-071-5
• UNII: LE568W6SJV
• DSSTox Substance ID: DTXSID30195670
• ChEMBL ID: CHEMBL1901802
• Mol file: 43064-12-6.mol

Synonyms:4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride;43064-12-6;1,2,3,6-Tetrahydro-4-phenylpyridine Hydrochloride;4-PHENYL-1,2,3,6-TETRAHYDROPYRIDINE HCL;EINECS 256-071-5;Pyridine, 1,2,3,6-tetrahydro-4-phenyl-, hydrochloride;CHEMBL1901802;4-PHENYL-1,2,3,6-TETRAHYDROXPYRIDINE;4-phenyl-1,2,3,6-tetrahydropyridine;hydrochloride;MFCD00012752;LE568W6SJV;4-Phenyl-1,2,3,6-tetrahydropyridinehydrochloride;MLS001047252;SCHEMBL446973;AMY3430;DTXSID30195670;POGWXTJNUCZEPR-UHFFFAOYSA-N;STR04870;AKOS008967593;SB52621;AC-16102;BP-10959;SMR000427087;CS-0187049;FT-0606211;T1356;EN300-17815;A826133;4-phenyl-1,2,3,6-tetrahydro-pyridine hydrochloride;4-Phenyl-1,2,3,6-tetrahydropyridine, hydrochloride;4-Phenyl-1,2,3,6-tetrahydropyridine-hydrochloride;4-phenyl-1, 2, 3, 6-tetrahydropyridine-hydrochloride;Pyridine, 1,2,3,6-tetrahydro-4-phenyl-, hydrochloride (1:1);4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride, technical grade;4-cyclohex-3-en-1-ylpyridine hydrochloride

Chemical Property of 4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 0.00792mmHg at 25°C
• Melting Point: 202-203.5 °C(lit.)
• Boiling Point: 267.9oC at 760 mmHg
• Flash Point: 119.9oC
• PSA: 12.03000
• LogP: 3.19410
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• Water Solubility.: Soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 195.0814771
• Heavy Atom Count: 13
• Complexity: 166

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn
• Statements: 23/24/25-40-20/21/22
• Safety Statements: 28-36/37/39-38-45-28A-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC=C1C2=CC=CC=C2.Cl

Technology Process of 4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride

There total 6 articles about 4-Phenyl-1,2,3,6-tetrahydropyridine hydrochloride 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: 71.0%

bromobenzene (108-86-1,52753-63-6) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1,2,3,6-tetrahydro-4-phenylpyridine hydrochloride (43064-12-6)

Guidance literature:

bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 20 - 70 ℃; for 1h; Inert atmosphere;

N-tert-butyloxycarbonylpiperidin-4-one; In tetrahydrofuran; at -50 - 20 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; at 100 ℃; for 3h;

Reference yield:

C14H16ClNO2 → 1,2,3,6-tetrahydro-4-phenylpyridine hydrochloride (43064-12-6)

Guidance literature:

With methanol; for 2.5h; Reflux;

DOI:10.1016/j.bmcl.2012.01.122

Reference yield:

bromobenzene (108-86-1,52753-63-6) → 1,2,3,6-tetrahydro-4-phenylpyridine hydrochloride (43064-12-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iodine; magnesium / tetrahydrofuran / Inert atmosphere; Reflux

1.2: 3 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: methanesulfonic acid / toluene / 4 h / Reflux

3.1: 1,2-dichloro-ethane / Cooling with ice; Reflux

4.1: methanol / 2.5 h / Reflux

With methanol; methanesulfonic acid; iodine; magnesium; In tetrahydrofuran; 1,2-dichloro-ethane; toluene; 1.1: Grignard reaction / 1.2: Grignard reaction;

DOI:10.1016/j.bmcl.2012.01.122

upstream raw materials:

bromobenzene

1-phenylmethyl-4-piperidone

1-benzyl-4-phenyl-1,2,3,6-tetrahydro-pyridine

1-benzyl-4-hydroxy-4-phenylpiperidine

Downstream raw materials:

2-(1H-Indol-3-yl)-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-ethanone

3-(1H-Indol-3-yl)-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-propan-1-one

1-<4-(3-indolyl)butanoyl>-1,2,3,6-tetrahydro-4-phenylpyridine

4-(5-Fluoro-1H-indol-3-yl)-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-butan-1-one

Refernces

• 1、 Conway, Richard J.,Valant, Celine,Christopoulos, Arthur,Robertson, Alan D.,Capuano, Ben,Crosby, Ian T.. "Synthesis and SAR study of 4-arylpiperidines and 4-aryl-1,2,3,6- tetrahydropyridines as 5-HT2C agonists". . p. 2560 - 2564. Retrieved 2012/05/05.