N-(4-Methoxybenzyl)butan-1-amine

Base Information

• Chemical Name: N-(4-Methoxybenzyl)butan-1-amine
• CAS No.: 3910-58-5
• Molecular Formula: C12H19NO
• Molecular Weight: 193.289
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID40396878
• Nikkaji Number: J1.271.678H
• Wikidata: Q82197818
• Mol file: 3910-58-5.mol

Synonyms:3910-58-5;N-(4-METHOXYBENZYL)BUTAN-1-AMINE;N-(4-METHOXYBENZYL)-1-BUTANAMINE;N-[(4-methoxyphenyl)methyl]butan-1-amine;CHEMBRDG-BB 4022333;butyl[(4-methoxyphenyl)methyl]amine;(4-Methoxybenzyl)butylamine;N-n-Butyl-4-methoxybenzylamine;SCHEMBL10382814;DTXSID40396878;MFCD01924419;AKOS000234919;CS-W015762;BS-36691;FT-0664142;EN300-32757;C78187

Chemical Property of N-(4-Methoxybenzyl)butan-1-amine

Chemical Property:

• Vapor Pressure: 0.00449mmHg at 25°C
• Boiling Point: 277.6°C at 760 mmHg
• Flash Point: 115°C
• PSA: 21.26000
• Density: 0.944g/cm³
• LogP: 2.97580
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 193.146664230
• Heavy Atom Count: 14
• Complexity: 130

Purity/Quality:

98%min ^*data from raw suppliers

N-Butyl-p-methoxy-benzylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCNCC1=CC=C(C=C1)OC
• Uses: Synthetic intermediate. Can be used in the synthesis of dialkylphenanthrenylamines.

Technology Process of N-(4-Methoxybenzyl)butan-1-amine

There total 17 articles about N-(4-Methoxybenzyl)butan-1-amine 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-butyl-4-methoxybenzoselenoamide → N-(4-methoxybenzyl)butan-1-amine (3910-58-5)

Guidance literature:

With samarium diiodide; water; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03325

Reference yield: 83.0%

4-methoxy-benzaldehyde (123-11-5) + N-butylamine (109-73-9,85404-21-3) → N-(4-methoxybenzyl)butan-1-amine (3910-58-5)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at 20 ℃; for 0.166667h;

DOI:10.1039/a909770h

Reference yield: 79.0%

1-bromo-butane (109-65-9) + 4-methoxy-benzylamine (2393-23-9) → N-(4-methoxybenzyl)butan-1-amine (3910-58-5)

Guidance literature:

4-methoxy-benzylamine; With caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 0.5h;

1-bromo-butane; In N,N-dimethyl-formamide; at 25 ℃; for 24h; chemoselective reaction; Microwave irradiation;

DOI:10.1002/ejoc.201600549

upstream raw materials:

N-(p-methoxybenzylidene)butylamine

N-(4-methoxybenzylidene)-n-butylamine

p-Methoxybenzyl bromide

N-butylamine

Downstream raw materials:

BuNH₂*TFA

4-methoxy-benzaldehyde

N-butyl-p-methoxybenzamide

[(E)-2-(2-Bromo-3,4,5-trimethoxy-phenyl)-1-(4-methoxy-phenyl)-vinyl]-butyl-(4-methoxy-benzyl)-amine

Refernces

• 1、 Kiyokawa, Kensuke,Jou, Keisuke,Minakata, Satoshi. "Intramolecular C?H Amination of N-Alkylsulfamides by tert-Butyl Hypoiodite or N-Iodosuccinimide". supporting information. p. 13971 - 13976. Retrieved 2021/08/30.
• 2、 Hofmann, Natalie,Hultzsch, Kai C.. "Switching the N-Alkylation of Arylamines with Benzyl Alcohols to Imine Formation Enables the One-Pot Synthesis of Enantioenriched α-N-Alkylaminophosphonates". supporting information. p. 3105 - 3111. Retrieved 2019/06/08.