N-(4-methylphenyl)-2-methyltetrahydropyrrole

Base Information

• Chemical Name: N-(4-methylphenyl)-2-methyltetrahydropyrrole
• CAS No.: 105971-45-7
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.274
• Mol file: 105971-45-7.mol

Synonyms:N-(4-methylphenyl)-2-methyltetrahydropyrrole

Chemical Property of N-(4-methylphenyl)-2-methyltetrahydropyrrole

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of N-(4-methylphenyl)-2-methyltetrahydropyrrole

There total 10 articles about N-(4-methylphenyl)-2-methyltetrahydropyrrole 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%

1-(4-methylphenyl)-5-methylpyrrolidin-2-one → N-(4-methylphenyl)-2-methyltetrahydropyrrole (105971-45-7)

Guidance literature:

With indium (III) iodide; phenylsilane; In toluene; at 120 ℃; for 24h;

DOI:10.1002/anie.201509465

Reference yield: 93.0%

p-toluidine (106-49-0,12221-03-3) + levulinic acid (123-76-2) → N-(4-methylphenyl)-2-methyltetrahydropyrrole (105971-45-7)

Guidance literature:

With tris(pentafluorophenyl)borate; phenylsilane; In toluene; at 120 ℃; for 24h;

DOI:10.1016/j.tet.2020.131394

Reference yield: 90.0%

2-methyltetrahydrofuran (96-47-9) + p-toluidine (106-49-0,12221-03-3) → N-(4-methylphenyl)-2-methyltetrahydropyrrole (105971-45-7)

Guidance literature:

p-toluidine; With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; In 5,5-dimethyl-1,3-cyclohexadiene; at 90 ℃; for 0.25h;

2-methyltetrahydrofuran; In 5,5-dimethyl-1,3-cyclohexadiene; at 110 ℃; for 15h; Sealed tube;

DOI:10.1021/acs.joc.9b00377

upstream raw materials:

2-methyltetrahydrofuran

p-toluidine

5-Hydroxy-2-pentanone

N-(4-methylphenyl)formamide

Refernces

• 1、 Ammaiyappan, Yuvaraj,Darcel, Christophe,Tongdee, Satawat,Wu, Jiajun. "A Concise Route to Cyclic Amines from Nitroarenes and Ketoacids under Iron-Catalyzed Hydrosilylation Conditions". . p. 3859 - 3865. Retrieved 2021.
• 2、 La, Minh Thanh,Kang, Soosung,Kim, Hee-Kwon. "Metal-Free Synthesis of N-Aryl-Substituted Azacycles from Cyclic Ethers Using POCl3". . p. 6689 - 6696. Retrieved 2019/06/14.