2-(Bromomethyl)piperidine hydrobromide

Base Information

• Chemical Name: 2-(Bromomethyl)piperidine hydrobromide
• CAS No.: 3433-38-3
• Molecular Formula: C6H12BrN.BrH
• Molecular Weight: 258.984
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10705372
• Mol file: 3433-38-3.mol

Synonyms:2-(Bromomethyl)piperidine hydrobromide;3433-38-3;2-Bromomethyl-piperidine hydrobromide;2-(bromomethyl)piperidine;hydrobromide;Piperidine, 2-(bromomethyl)-, hydrobromide;SCHEMBL7835514;DTXSID10705372;2-(Bromomethyl)piperidinehydrobromide;MFCD12031714;AKOS015999658;SB43964;AM100687;FT-0689592;EN300-6478959;A875016;2-(Bromomethyl)piperidine--hydrogen bromide (1/1)

Chemical Property of 2-(Bromomethyl)piperidine hydrobromide

Chemical Property:

• Melting Point: 191-192℃
• PSA: 12.03000
• LogP: 2.81030
• Storage Temp.: Sealed in dry,Room Temperature
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 258.93943
• Heavy Atom Count: 9
• Complexity: 65.5

Purity/Quality:

99%min ^*data from raw suppliers

2-(bromomethyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCNC(C1)CBr.Br

Technology Process of 2-(Bromomethyl)piperidine hydrobromide

There total 1 articles about 2-(Bromomethyl)piperidine hydrobromide 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: 98.0%

piperidin-2-ylmethanol (3433-37-2) → (RS)-2-Brommethylpiperidin-hydrobromid (3433-38-3)

Guidance literature:

With sulfurous dibromide; N,N-dimethyl-formamide; In toluene; at 50 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.03.047

Reference yield: 58.0%

borane-THF (14044-65-6) + (RS)-2-Brommethylpiperidin-hydrobromid (3433-38-3) + dicyclohexylphosphane (829-84-5) → 2-((dicyclohexylphosphino)methyl)piperidine-diborane complex (1390625-58-7)

Guidance literature:

(RS)-2-Brommethylpiperidin-hydrobromid; With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h; Inert atmosphere;

dicyclohexylphosphane; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

borane-THF; In tetrahydrofuran; diethyl ether; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.03.047

Reference yield:

(RS)-2-Brommethylpiperidin-hydrobromid (3433-38-3) → dicyclohexyl(piperidin-2-ylmethyl)phosphine oxide (1431693-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methyllithium / tetrahydrofuran; diethyl ether / 2 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

1.3: 2 h / -78 - 20 °C / Inert atmosphere

2.1: morpholine / 4 h / 130 °C / Inert atmosphere

2.2: 12 h / Inert atmosphere

With morpholine; methyllithium; In tetrahydrofuran; diethyl ether;

DOI:10.1016/j.tetlet.2013.03.047

upstream raw materials:

piperidin-2-ylmethanol

Downstream raw materials:

dicyclohexyl(piperidin-2-ylmethyl)phosphine oxide

2-((dicyclohexylphosphino)methyl)piperidine-diborane complex

Refernces

• 1、 D'Hooghe, Matthias,Tehrani, Kourosch Abbaspour,Buyck, Christophe,De Kimpe, Norbert. "Conjugate addition of 2-(bromomethyl)- and 2-(2-bromoethyl)-piperidine to alkyl acrylates: Application towards the synthesis of 2-(methoxycarbonyl) indolizidine". body text. p. 93 - 101. Retrieved 2010/08/19.