ethyl 3,6-dihydro-2H-pyridine-1-carboxylate

Base Information

• Chemical Name: ethyl 3,6-dihydro-2H-pyridine-1-carboxylate
• CAS No.: 52003-32-4
• Molecular Formula: C8H13NO2
• Molecular Weight: 155.197
• NSC Number: 30497
• DSSTox Substance ID: DTXSID80966337
• Nikkaji Number: J2.563.312A
• Mol file: 52003-32-4.mol

Synonyms:52003-32-4;Ethyl 5,6-dihydropyridine-1(2H)-carboxylate;ethyl 3,6-dihydro-2H-pyridine-1-carboxylate;ethyl 3,6-dihydropyridine-1(2h)-carboxylate;NSC30497;SCHEMBL7394679;DTXSID80966337;NSC-30497;AKOS006277792;Ethyl5,6-dihydropyridine-1(2H)-carboxylate;1-ethoxycarbonyl-1,2,3,6-tetrahydropyridine;E10084;3,6-dihydro-2h-pyridine-1-carboxylic acid ethyl ester

Chemical Property of ethyl 3,6-dihydro-2H-pyridine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.133mmHg at 25°C
• Boiling Point: 217.5°C at 760 mmHg
• Flash Point: 85.3°C
• Density: 1.07g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 155.094628657
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCC=CC1

Technology Process of ethyl 3,6-dihydro-2H-pyridine-1-carboxylate

There total 11 articles about ethyl 3,6-dihydro-2H-pyridine-1-carboxylate 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: 95.0%

1-benzyl-1,2,3,6-tetrahydropyridine (40240-12-8) + chloroformic acid ethyl ester (541-41-3) → ethyl 1,2,3,6-tetrahydropyridine-1-carboxylate (52003-32-4)

Guidance literature:

In toluene; for 2.5h; Reflux;

DOI:10.1039/c7cc02699d

Reference yield: 75.0%

chloroformic acid ethyl ester (541-41-3) + 1-methyl-1,2,5,6-tetrahydropyridine hydrochloride → ethyl 1,2,3,6-tetrahydropyridine-1-carboxylate (52003-32-4)

Guidance literature:

1-methyl-1,2,5,6-tetrahydropyridine hydrochloride; With potassium carbonate; In water; for 10h;

chloroformic acid ethyl ester; With potassium carbonate; In toluene; for 3h; Heating;

DOI:10.1081/SCC-100103541

Reference yield: 57.0%

ethyl 4-(2-(4-methylphenylsulfonyl)hydrazono)piperidine-1-carboxylate (66643-44-5) → ethyl 1,2,3,6-tetrahydropyridine-1-carboxylate (52003-32-4)

Guidance literature:

With potassium tert-butylate; In xylene; for 6h; Heating;

upstream raw materials:

1,2,3,6-tetrahydropyridine

chloroformic acid ethyl ester

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

ethyl 4-(2-(4-methylphenylsulfonyl)hydrazono)piperidine-1-carboxylate

Downstream raw materials:

3,4-epoxy-piperidine-1-carboxylic acid ethyl ester

ethyl 4-bromo-3-hydroxypiperidine-1-carboxylate

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate

ethyl 3-acetoxy-4-bromopiperidine-1-carboxylate