Pyridine, 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,5-dimethyl-

Base Information

• Chemical Name: Pyridine, 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,5-dimethyl-
• CAS No.: 123004-53-5
• Molecular Formula: C14H19NO
• Molecular Weight: 217.311
• DSSTox Substance ID: DTXSID30453045
• Nikkaji Number: J985.065A
• Wikidata: Q82274022
• Mol file: 123004-53-5.mol

Synonyms:Pyridine, 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,5-dimethyl-;123004-53-5;SCHEMBL3887786;DTXSID30453045;FAXSYIMYVUFDIN-UHFFFAOYSA-N;3-(1,3-Dimethyl-1,2,5,6-tetrahydropyridine-4-yl)anisole;1,5-dimethyl-4-(3-methoxyphenyl)-1,2,3,6-tetrahydropyridine

Chemical Property of Pyridine, 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,5-dimethyl-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(CCN(C1)C)C2=CC(=CC=C2)OC

Technology Process of Pyridine, 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,5-dimethyl-

There total 4 articles about Pyridine, 1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,5-dimethyl- 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:

(+/-)-4-(3-methoxyphenyl)-1,3-dimethyl-4-piperidinol (97290-99-8,123004-46-6,123004-51-3) → (+/-)-1,2,3,6-tetrahydro-4-(3-methoxyphenyl)-1,3-dimethylpyridine (123004-52-4) + 1,3-dimethyl-4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine (123004-53-5)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 5h; Yield given. Yields of byproduct given; Heating;

DOI:10.1021/jo00281a019

Reference yield:

1,3-dimethyl-4-piperidinone (4629-80-5) + m-methoxyphenyllithium (31600-88-1) → 1,3-dimethyl-4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine (123004-53-5)

Guidance literature:

With phosphoric acid; at 100 ℃;

DOI:10.1016/S0040-4039(98)02402-2

Reference yield:

1,3-dimethyl-4-piperidinone (4629-80-5) → 1,3-dimethyl-4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine (123004-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sec-butyllithium / 1.) THF, cyclohexane, -50 deg C, 1 h, 2.) -78 to -70 deg C, 15 min, -20 deg C, 1 h

2: 85percent H₃PO₄, P₂O₅ / 5 h / 100 °C

With phosphoric acid; sec.-butyllithium; phosphorus pentoxide;

DOI:10.1021/jo00281a019

upstream raw materials:

(+/-)-4-(3-methoxyphenyl)-1,3-dimethyl-4-piperidinol

1,3-dimethyl-4-piperidinone

m-methoxyphenyllithium

3-methoxyphenyl bromide

Downstream raw materials:

1,2,3,4-tetrahydro-4-allyl-1,5-dimethyl-4-(3-methoxyphenyl)pyridine

5-(3-methoxyphenyl)-8,9-dimethyl-3-[(tetrahydro-2H-pyran-2-yl)oxy]methyl-2-oxa-8-azabicyclo[3.3.1]nonane

N-methyl-9α-methyl-5-(3-hydroxyphenyl)morphan