Tert-butyl 4-methylenepiperidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 4-methylenepiperidine-1-carboxylate
• CAS No.: 159635-49-1
• Molecular Formula: C11H19NO2
• Molecular Weight: 197.277
• Hs Code.: 2933399090
• European Community (EC) Number: 639-305-4
• DSSTox Substance ID: DTXSID90373553
• Nikkaji Number: J746.716H
• Wikidata: Q72449940
• Mol file: 159635-49-1.mol

Synonyms:159635-49-1;tert-butyl 4-methylenepiperidine-1-carboxylate;1-N-Boc-4-methylenepiperidine;1-boc-4-methylenepiperidine;n-boc-4-methylenepiperidine;1-N-Boc-4-methylene-piperidine;tert-butyl 4-methylidenepiperidine-1-carboxylate;MFCD01632522;4-methylenepiperidine-1-carboxylic acid tert-butyl ester;1-tert-Butoxycarbonyl-4-methylenepiperidine;4-methylene-piperidine-1-carboxylic acid tert-butyl ester;1-PIPERIDINECARBOXYLIC ACID, 4-METHYLENE-, 1,1-DIMETHYLETHYL ESTER;boc-4-methylenepiperidine;1-Boc-4-methylene piperidine;SCHEMBL137297;1-Boc-4-(methylene)piperidine;SCHEMBL8243744;1,1-dimethylethyl 4-methylidenepiperidine-1-carboxylate;t-butyl 4-methylenetetrahydropyridine-1(2H)-carboxylate;DTXSID90373553;PDTZMULNKGUIEJ-UHFFFAOYSA-N;BCP14857;AKOS005256797;AC-6301;CS-W002803;PB12247;PS-6156;AM803276;SY003909;4-Methylene-1-tert-butoxycarbonylpiperidine;A3529;B4809;BB 0268224;FT-0630002;EN300-90343;tert-butyl 4-methylene-1-piperidinecarboxylate;N-(tert-butoxycarbonyl)-4-methylene piperidine;tert-butyl 4-methylene-1-piperidine carboxylate;tert-butyl 4-methylene-piperidine-1-carboxylate;J-523509;1,1-Dimethylethyl 4-methylenepiperidine-1-carboxylate;4-methylene-piperdine-1-carboxylic acid tert-butylester;t-butyl 4-methylenetetrahydro-pyridine-1(2H)-carboxylate;t-butyl 4-methylenetetrahydropyridine-1(2H)- carboxylate;4-methylene piperidine-1-carboxylic acid tert-butyl ester;4-methylene-1-piperidinecarboxylic acid, 1,1-dimethylethyl ester;1-N-BOC-4-METHYLENE-PIPERIDINE

Chemical Property of Tert-butyl 4-methylenepiperidine-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.481
• Boiling Point: 257.6 °C at 760 mmHg
• PKA: -1.41±0.20(Predicted)
• Flash Point: 109.6 °C
• PSA: 29.54000
• Density: 1 g/cm³
• LogP: 2.51140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 197.141578849
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl4-Methylenepiperidine-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(=C)CC1
• Uses: tert-Butyl 4-Methylenepiperidine-1-carboxylate is a useful reagent for the design of anion exchange membranes (AEMs) and ionomers for use in storage devices such as fuel cells and batteries.

Technology Process of Tert-butyl 4-methylenepiperidine-1-carboxylate

There total 13 articles about Tert-butyl 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: 99.0%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-methylidenepiperidine-1-carboxylate (159635-49-1)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

N-tert-butyloxycarbonylpiperidin-4-one; In tetrahydrofuran; at -78 - 20 ℃;

Reference yield: 99.0%

1-methyl-2-(methylsulfonyl)-1H-benzo[d]imidazole (61078-14-6) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → tert-butyl 4-methylidenepiperidine-1-carboxylate (159635-49-1)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 20 ℃; for 1h; Reagent/catalyst; Temperature; Time; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01049

Reference yield: 99.0%

→ tert-butyl 4-methylidenepiperidine-1-carboxylate (159635-49-1)

Guidance literature:

upstream raw materials:

methyl-triphenylphosphonium iodide

tert-butyl 4-piperidone-1-carboxylate

Methyltriphenylphosphonium bromide

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

4-[(5-bromo-2-pyridinyl)methyl]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

1-piperidinecarboxylic acid, 4-[-4-(4-methoxyphenyl)sulfonylphenylmethyl],-1,1-dimethylethyl ester

4-methylene piperidine

4-(4-chloro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Bartfield, Noah M.,Frederich, James H.,Law, James A.. "Site-Specific Alkene Hydromethylation via Protonolysis of Titanacyclobutanes". supporting information. p. 14360 - 14364. Retrieved 2021/05/27.
• 2、 Zhao, Huaibo,McMillan, Alastair J.,Constantin, Timothée,Mykura, Rory C.,Juliá, Fabio,Leonori, Daniele. "Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route towardcontra-Thermodynamic Olefins". supporting information. p. 14806 - 14813. Retrieved 2021/09/18.