1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid

Base Information

• Chemical Name: 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid
• CAS No.: 79858-48-3
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.268
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90598668
• Mol file: 79858-48-3.mol

Synonyms:79858-48-3;1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE-4-CARBOXYLIC ACID;1-benzyl-3,6-dihydro-2H-pyridine-4-carboxylic acid;1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylicacid;MFCD11100769;4-Pyridinecarboxylic acid, 1,2,3,6-tetrahydro-1-(phenylmethyl)-;DTXSID90598668;AMY20053;AKOS015902482;AS-31183;SY012800;CS-0313138;A839772;1-Benzyl-1,2,3,6-tetrahydro-4-pyridinecarboxylic acid;1,2,3,6-Tetrahydro-1-(phenylmethyl)-4-pyridinecarboxylicacid;1-(phenylmethyl)-3,6-dihydro-2H-pyridine-4-carboxylic acid;1-Benzyl-1 pound not2 pound not3 pound not6-tetrahydropyridine-4-carboxylic Acid

Chemical Property of 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 2.84E-06mmHg at 25°C
• Melting Point: 274-277 °C
• Refractive Index: 1.601
• Boiling Point: 374.5 °C at 760 mmHg
• Flash Point: 180.3 °C
• PSA: 40.54000
• Density: 1.211 g/cm³
• LogP: 1.84120
• Storage Temp.: 2-8°C
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 217.110278721
• Heavy Atom Count: 16
• Complexity: 280

Purity/Quality:

97% ^*data from raw suppliers

1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC=C1C(=O)O)CC2=CC=CC=C2

Technology Process of 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid

There total 3 articles about 1-Benzyl-1,2,3,6-tetrahydropyridine-4-carboxylic acid 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-benzyl-1,2,3,6-tetrahydropyridine-4-carbaldehyde (503544-95-4) → 1-benzyl-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid (79858-48-3)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 6h;

Reference yield:

1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinemethanol (158984-76-0) → 1-benzyl-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid (79858-48-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.33 h / -78 °C

2: 76 mg / ruthenium(III) chloride hydrate; NaIO₄ / CCl₄; acetonitrile; H₂O / 6 h

With ruthenium trichloride; sodium periodate; oxalyl dichloride; dimethyl sulfoxide; In tetrachloromethane; dichloromethane; water; acetonitrile; 1: Swern oxidation;

Reference yield:

1-benzyl-2,6-dioxo-1,2,3,6-tetrahydropyridine-4-carboxylic acid ethyl ester (503545-00-4) → 1-benzyl-1,2,3,6-tetrahydro-pyridine-4-carboxylic acid (79858-48-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 162 mg / LAH; aluminum chloride / tetrahydrofuran / 0 deg C, 30 min; reflux, 2 h

2: 69 percent / oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.33 h / -78 °C

3: 76 mg / ruthenium(III) chloride hydrate; NaIO₄ / CCl₄; acetonitrile; H₂O / 6 h

With ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; acetonitrile; 2: Swern oxidation;

upstream raw materials:

1-benzyl-1,2,3,6-tetrahydropyridine-4-carbaldehyde

1,2,3,6-tetrahydro-1-(phenylmethyl)-4-pyridinemethanol

1-benzyl-2,6-dioxo-1,2,3,6-tetrahydropyridine-4-carboxylic acid ethyl ester

Downstream raw materials:

Isoguvacine hydrochloride