N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate

Base Information

• Chemical Name: N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate
• CAS No.: 260783-80-0
• Molecular Formula: CF₃O₃S*C₁₀H₁₆N
• Molecular Weight: 299.314
• Mol file: 260783-80-0.mol

Synonyms:N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate

Chemical Property of N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate

There total 5 articles about N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 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: 97.0%

N,N'-dimethylbenzylamine (103-83-3) + methyl trifluoromethanesulfonate (333-27-7) → N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0)

Guidance literature:

In diethyl ether; at 0 ℃; for 0.25h;

DOI:10.1021/ja3089422

Reference yield: 97.0%

[Cp(*)Ir(η(3)-CHPhCHCH2)(NCMe)](OTf) (191666-77-0) + benzyl chloride (100-44-7) + trimethylamine (75-50-3) → Cp*IrCl(η3-CH2CHCHPh) (260783-56-0) + N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0)

Guidance literature:

In further solvent(s); NMe3 was added to PhCH2Cl soln. (Cp*Ir(η3-CH2CHCHPh)(NCMe))OTf and react. mixt. was refluxed for 2.5 h; volatiles were removed by vac. distillation, n-pentane was added, react. mixt. was filtered, solvent was distilled off under vac. from filtrate, residuewas recrystd. from n-pentane/MeOH at -20°C; elem. anal.;

DOI:10.1021/om9908480

Reference yield:

benzaldehyde (100-52-7) → N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate (260783-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; titanium(IV) isopropylate / ethanol / 12 h / 25 °C / Inert atmosphere

1.2: 10 h / 25 °C / Inert atmosphere

2.1: diethyl ether / 0.5 h / 0 - 20 °C / Inert atmosphere

With titanium(IV) isopropylate; triethylamine; In diethyl ether; ethanol;

DOI:10.1021/acs.joc.1c01984

upstream raw materials:

[Cp(*)Ir(η(3)-CHPhCHCH2)(NCMe)](OTf)

benzyl chloride

trimethylamine

N,N'-dimethylbenzylamine

Downstream raw materials:

1-methyl-4-(phenylmethyl)benzene

Diphenylmethane

p-benzylanizole

4-fluorodiphenylmethane

Refernces

• 1、 Liu, Yongzhu,Qi, Xinxin,Wu, Xiao-Feng. "Palladium-Catalyzed Reductive Aminocarbonylation of Benzylammonium Triflates with o-Nitrobenzaldehydes for the Synthesis of 3-Arylquinolin-2(1 H)-ones". . p. 13824 - 13832. Retrieved 2021/10/12.
• 2、 Chen, Tieqiao,Huang, Tianzeng,Liu, Long,Wang, Wenqi,Wang, Yuan,Xu, Hanshuang,Xu, Kaiqiang. "Palladium-catalyzed phosphorylation of benzyl ammonium triflates with P(O)H compounds". supporting information. . Retrieved 2020/03/03.