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

Base Information

• Chemical Name: 4-Phenyl-1,2,3,6-tetrahydropyridine
• CAS No.: 10338-69-9
• Molecular Formula: C11H13N
• Molecular Weight: 159.231
• Hs Code.: 2933399090
• European Community (EC) Number: 676-256-8
• NSC Number: 54451
• DSSTox Substance ID: DTXSID2065040
• Nikkaji Number: J257.553A
• Wikidata: Q72506542
• Pharos Ligand ID: G8R26BBQHNS4
• ChEMBL ID: CHEMBL6224
• Mol file: 10338-69-9.mol

Synonyms:4-phenyl-1,2,3,6-tetrahydropyridine;4-phenyl-1,2,3,6-tetrahydropyridine hdyrochloride

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

Chemical Property:

• Boiling Point: 267.923 °C at 760 mmHg
• PKA: 9.41±0.10(Predicted)
• Flash Point: 119.944 °C
• PSA: 12.03000
• Density: 1.008 g/cm³
• LogP: 3.19410
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.104799419
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

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

4-Phenyl-1,2,3,6-tetrahydropyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36-51
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 24 articles about 4-Phenyl-1,2,3,6-tetrahydropyridine 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: 89.0%

4-hydroxy-4-phenylpiperidine-1-carboxylic acid tert-butyl ester (172734-33-7) → 1,2,3,6-tetrahydro-4-phenylpyridine (10338-69-9)

Guidance literature:

With trifluoroacetic acid; for 1h; Reflux;

DOI:10.1039/c6dt01461e

Reference yield: 68.0%

4-hydroxy-4-phenylpiperidin (40807-61-2) → 1,2,3,6-tetrahydro-4-phenylpyridine (10338-69-9)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 24h;

DOI:10.1016/j.bmcl.2012.09.080

Reference yield: 56.0%

p-phenylpyridine (939-23-1) → 1,2,3,6-tetrahydro-4-phenylpyridine (10338-69-9)

Guidance literature:

With triphenylborane; diphenylsilane; diphenylamine; In toluene; at 130 ℃; for 24h; chemoselective reaction; Glovebox; Inert atmosphere;

DOI:10.1002/anie.201702304

upstream raw materials:

6-methyl-6-phenyl-[1,3]oxazinane

sodium proprionate

4-bromo-4-phenyl-piperidine; hydrobromide

propionic acid

Downstream raw materials:

4-phenyl-3,6-dihydro-2H-pyridine-1-sulfonic acid

1-cyclopropyl-1-13C-2,2,3,3-d4-4-phenyl-1,2,3,6-tetrahydropyridine

C₁₃⁽¹³⁾CH₁₃⁽²⁾H₄NO

4,6,12b,12c-tetrahydro-12b-hydroxy-2-phenylpyrido<1',2':3,4>imidazo<5,1-a>isoindol-8(3H)-one

Refernces

• 1、 Kuttab, Simon,Shang, Jackie,Castagnoli Jr., Neal. "Rat liver microsomal enzyme catalyzed oxidation of 4-phenyl-trans-1-(2-phenylcyclopropyl)-1,2,3,6-tetrahydropyridine". . p. 1685 - 1689. Retrieved 2001.
• 2、 Davidson, Ross,Hsu, Yu-Ting,Batchelor, Thomas,Yufit, Dmitry,Beeby, Andrew. "The use of organolithium reagents for the synthesis of 4-aryl-2-phenylpyridines and their corresponding iridium(III) complexes". . p. 11496 - 11507. Retrieved 2016/07/26.
• 3、 Nguyen, William,Howard, Brittany L.,Jenkins, David P.,Wulff, Heike,Thompson, Philip E.,Manallack, David T.. "Structure-activity relationship exploration of Kv1.3 blockers based on diphenoxylate". supporting information. p. 7106 - 7109. Retrieved 2013/01/15.