1-Benzyl-1,2,3,6-tetrahydropyridine

Base Information

• Chemical Name: 1-Benzyl-1,2,3,6-tetrahydropyridine
• CAS No.: 40240-12-8
• Molecular Formula: C₁₂H₁₅N
• Molecular Weight: 173.258
• Hs Code.: 2933399090
• European Community (EC) Number: 630-966-4
• DSSTox Substance ID: DTXSID70423621
• Nikkaji Number: J381.386J
• Wikidata: Q72443064
• ChEMBL ID: CHEMBL1938481
• Mol file: 40240-12-8.mol

Synonyms:1-BENZYL-1,2,3,6-TETRAHYDROPYRIDINE;40240-12-8;N-Benzyl-1,2,3,6-tetrahydropyridine;1-benzyl-3,6-dihydro-2H-pyridine;1-Benzyl-1,2,3,6-tetrahydropyridine-4-D;1036203-25-4;CHEMBL1938481;MFCD11501660;1-benzyl-1,2,5,6-tetrahydropyridine;Pyridine, 1,2,3,6-tetrahydro-1-(phenylmethyl)-;Sodiumdiphenylamine-4-sulfonate;SCHEMBL2178931;DTXSID70423621;AB6330;BDBM50361747;MFCD31699941;AKOS006324150;CS-W001564;DS-6548;ICI-138061;PB23877;1 -benzyl-1,2,3,6-tetrahydropyridine;AM803852;PD139865;SY097513;SY246323;FT-0684987;EN300-93035;A848784;J-504244

Chemical Property of 1-Benzyl-1,2,3,6-tetrahydropyridine

Chemical Property:

• Boiling Point: 256 ?C
• PKA: 8.09±0.20(Predicted)
• Flash Point: 99 ?C
• PSA: 3.24000
• Density: 1.024
• LogP: 2.38640
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 173.120449483
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

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

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC=C1)CC2=CC=CC=C2

Technology Process of 1-Benzyl-1,2,3,6-tetrahydropyridine

There total 28 articles about 1-Benzyl-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: 92.8%

N-benzylpyridinium bromide (2589-31-3) → 1-benzyl-1,2,3,6-tetrahydropyridine (40240-12-8)

Guidance literature:

With methanol; potassium borohydride; at -10 - -5 ℃; for 5h; Reagent/catalyst;

Reference yield: 92.0%

1-benzyl-4-piperidinemethanol (67686-01-5) → 1-benzyl-1,2,3,6-tetrahydropyridine (40240-12-8)

Guidance literature:

With methoxy(cyclooctadiene)rhodium(I) dimer; N,N-Dimethylacrylamide; 3-Methoxybenzoic acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 90 ℃; for 24h; chemoselective reaction; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/jacs.8b06069

Reference yield: 81.0%

pyridine (110-86-1) + benzyl chloride (100-44-7) → 1-benzyl-1,2,3,6-tetrahydropyridine (40240-12-8)

Guidance literature:

pyridine; benzyl chloride; In ethanol; at 140 ℃; for 1h;

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 16h;

DOI:10.1021/acs.joc.6b01107

upstream raw materials:

pyridine

benzyl bromide

benzyl chloride

1,2,3,6-tetrahydropyridine

Downstream raw materials:

1-chlorocarbonyl-3,6-dihydro-1(2H)-pyridine

1,2,3,6-tetrahydropyridine

7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid,ethyl ester

1-benzyl-1,2,3,6-tetrahydropyridine-2-carbonitrile

Refernces

• 1、 Samoshin, Andrey V.,Veselov, Ivan S.,Chertkov, Vyacheslav A.,Yaroslavov, Alexander A.,Grishina, Galina V.,Samoshina, Nataliya M.,Samoshin, Vyacheslav V.. "Fliposomes: New amphiphiles based on trans-3,4-bis(acyloxy)-piperidine able to perform a pH-triggered conformational flip and cause an instant cargo release from liposomes". . p. 5600 - 5604. Retrieved 2013.
• 2、 Samoshin, Andrey V.,Veselov, Ivan S.,Huynh, Leyna,Shestakova, Alla K.,Chertkov, Vyacheslav A.,Grishina, Galina V.,Samoshin, Vyacheslav V.. "Trans-3,4-diacetoxypiperidine as a model for novel pH-triggered conformational switches". . p. 5375 - 5378. Retrieved 2011.
• 3、 -. "PRMT5 INHIBITORS". Page/Page column 60. . Retrieved 2021/06/26.
• 4、 -. "N-benzyl-tetrahydropyridine compound and preparation method thereof". . . Retrieved 2019/06/30.