Benzyl 4-methylenepiperidine-1-carboxylate

Base Information

• Chemical Name: Benzyl 4-methylenepiperidine-1-carboxylate
• CAS No.: 138163-12-9
• Molecular Formula: C14H17NO2
• Molecular Weight: 231.294
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50573572
• Nikkaji Number: J1.584.745J
• Wikidata: Q72516276
• Mol file: 138163-12-9.mol

Synonyms:138163-12-9;benzyl 4-methylenepiperidine-1-carboxylate;1-Cbz-4-methylene-piperidine;1-Cbz-4-Methylenepiperidine;BENZYL 4-METHYLIDENEPIPERIDINE-1-CARBOXYLATE;4-Methylene-piperidine-1-carboxylic acid benzyl ester;1-PIPERIDINECARBOXYLIC ACID, 4-METHYLENE-, PHENYLMETHYL ESTER;MFCD09834622;Benzyl4-methylenepiperidine-1-carboxylate;1-BENZYLOXYCARBONYL-4-METHYLENEPIPERIDINE;SCHEMBL2454574;DTXSID50573572;FQLKVNIQHUASLU-UHFFFAOYSA-N;AKOS015969325;PB14744;AM803190;AS-39040;SY097146;benzyl 4-methylene-1-piperidinecarboxylate;A2980;CS-0036611;EN300-366564;J-007101

Chemical Property of Benzyl 4-methylenepiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 346.146°C at 760 mmHg
• Flash Point: 163.144°C
• PSA: 29.54000
• Density: 1.114g/cm³
• LogP: 2.91310
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 231.125928785
• Heavy Atom Count: 17
• Complexity: 272

Purity/Quality:

99%, ^*data from raw suppliers

Benzyl-4-methylenepiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCN(CC1)C(=O)OCC2=CC=CC=C2

Technology Process of Benzyl 4-methylenepiperidine-1-carboxylate

There total 6 articles about Benzyl 4-methylenepiperidine-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: 100.0%

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) + Methyltriphenylphosphonium bromide (1779-49-3) → benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

benzyl 4-oxo-1-piperidinecarboxylate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 98.0%

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) + triphenylphosphine methyl bromide → benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.3987/COM-01-9252

Reference yield: 81.0%

benzyl 4-oxo-1-piperidinecarboxylate (19099-93-5) + methyl-triphenylphosphonium iodide (2065-66-9) → benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9)

Guidance literature:

methyl-triphenylphosphonium iodide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 1h;

benzyl 4-oxo-1-piperidinecarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;

upstream raw materials:

benzyl 4-oxo-1-piperidinecarboxylate

Methyltriphenylphosphonium bromide

potassium tert-butylate

N-tert-butyloxycarbonylpiperidin-4-one

Refernces

• 1、 -. "Compound as potassium channel modulator". Paragraph 1053; 1055; 1056; 1057. . Retrieved 2018/07/30.
• 2、 Ma, Xiaoshen,Dang, Hester,Rose, John A.,Rablen, Paul,Herzon, Seth B.. "Hydroheteroarylation of Unactivated Alkenes Using N-Methoxyheteroarenium Salts". supporting information. p. 5998 - 6007. Retrieved 2017/05/04.