N-methyl-N-(2-methylprop-2-en-1-yl)aniline

Base Information

• Chemical Name: N-methyl-N-(2-methylprop-2-en-1-yl)aniline
• CAS No.: 6045-18-7
• Molecular Formula: C11H15N
• Molecular Weight: 161.247
• Mol file: 6045-18-7.mol

Synonyms:

Chemical Property of N-methyl-N-(2-methylprop-2-en-1-yl)aniline

Chemical Property:

• Vapor Pressure: 0.0603mmHg at 25°C

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-methyl-N-(2-methylprop-2-en-1-yl)aniline

There total 8 articles about N-methyl-N-(2-methylprop-2-en-1-yl)aniline 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: 95.0%

N-methylaniline (100-61-8) + 3-hydroxy-2-methyl-1-propene (513-42-8) → N-methyl-N-(2-methyl-2-propenyl)aniline (6045-18-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bis(η3-allyl-μ-chloropalladium(II)); Methyl formate; polyoxyethanyl-α-tocopheryl sebacate; potassium carbonate; In water; at 20 ℃; for 20h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol900235s

Reference yield: 95.0%

2-methylpropenal (78-85-3,25120-30-3) + N-methylaniline hydrochloride (2739-12-0) → N-methyl-N-(2-methyl-2-propenyl)aniline (6045-18-7)

Guidance literature:

2-methylpropenal; N-methylaniline hydrochloride; In methanol; at 20 ℃; for 1h;

With triethylsilane; indium(III) chloride; In methanol; at 20 ℃; for 48h; chemoselective reaction;

DOI:10.1021/jo8016082

Reference yield: 92.0%

isopropenylmagnesium bromide (13291-18-4) + N-((1H-benzo(d)(1,2,3)triazol-1-yl)methyl)-N-methylaniline (15497-51-5) → N-methyl-N-(2-methyl-2-propenyl)aniline (6045-18-7)

Guidance literature:

In tetrahydrofuran; toluene; at 50 ℃; for 0.5h;

DOI:10.1055/s-2002-19801

upstream raw materials:

2-methallyltrimethylsilane

N-methylaniline

3-Chloro-2-methylpropene

isopropenylmagnesium bromide

Downstream raw materials:

N-methyl-N-phenylformamide

2-methyl-4,4-diphenylbut-3-enoic acid methyl ester

1,2,2-trimethyl-2,3-dihydro-indole

2-(2-methyl-2-propenyl)-N-methylaniline

Refernces

• 1、 Perumal, Gopi,Kandasamy, Mohanraj,Ganesan, Balaji,Govindan, Karthick,Sathya, Harsha,Hung, Min-Yuan,Chandru Senadi, Gopal,Wu, Ya-Ching,Lin, Wei-Yu. "Visible light-induced N-methyl activation of unsymmetric tertiary amines". supporting information. . Retrieved 2021/01/09.
• 2、 Banerjee, Debasis,Jagadeesh, Rajenahally V.,Junge, Kathrin,Junge, Henrik,Beller, Matthias. "An efficient and convenient palladium catalyst system for the synthesis of amines from allylic alcohols". . p. 2039 - 2044. Retrieved 2013/01/15.