Benzenamine, N,N-dimethyl-4-[(1E)-2-(4-methylphenyl)ethenyl]-

Base Information

• Chemical Name: Benzenamine, N,N-dimethyl-4-[(1E)-2-(4-methylphenyl)ethenyl]-
• CAS No.: 2844-21-5
• Molecular Formula: C17H19N
• Molecular Weight: 237.345
• Mol file: 2844-21-5.mol

Synonyms:

Chemical Property of Benzenamine, N,N-dimethyl-4-[(1E)-2-(4-methylphenyl)ethenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, N,N-dimethyl-4-[(1E)-2-(4-methylphenyl)ethenyl]-

There total 20 articles about Benzenamine, N,N-dimethyl-4-[(1E)-2-(4-methylphenyl)ethenyl]- 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: 88.0%

4-(2-methoxyethenyl)-N,N-dimethylaniline (92146-68-4) + 5,5-dimethyl-2-(4-methylphenyl)-1,3,2-dioxaborinane (380481-66-3) → (E)-1-(4-methylphenyl)-2-(4-dimethylaminophenyl)-ethene (2844-21-5)

Guidance literature:

With bis(acetylacetonate)nickel(II); diisobutylaluminium hydride; tricyclohexylphosphine; In hexane; toluene; at 90 ℃; for 12h; diastereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00946

Reference yield: 88.0%

2-Benzotriazol-1-yl-2-(4-dimethylamino-phenyl)-1-p-tolyl-ethanol (300679-47-4) → (E)-1-(4-methylphenyl)-2-(4-dimethylaminophenyl)-ethene (2844-21-5)

Guidance literature:

With titanium(III) chloride; copper; zinc; In N,N-dimethyl-formamide; Heating;

DOI:10.1021/jo971546f

Reference yield: 81.0%

1-ethenyl-4-methylbenzene (622-97-9,24936-41-2) + 4-chloro-N,N-dimethylaniline (698-69-1) → (E)-1-(4-methylphenyl)-2-(4-dimethylaminophenyl)-ethene (2844-21-5)

Guidance literature:

With potassium phosphate; Pd((CH₃)2C₆H₃NC(CH₃)CHC(CH₃)NC₆H₃(CH₃)2)(CH₃)(P(CH₂CH₃)3); tetrabutylammomium bromide; In water; N,N-dimethyl-formamide; at 85 ℃; for 12h; optical yield given as %de; stereoselective reaction;

DOI:10.1021/ol202177k

upstream raw materials:

4-tolylmagnesium chloride

4-dimethylamino-benzaldehyde

2-Benzotriazol-1-yl-2-(4-dimethylamino-phenyl)-1-p-tolyl-ethanol

1-(4-methylbenzyl)-1H-benzo[d][1,2,3]triazole

Refernces

• 1、 Ho, Guo-Ming,Sommer, Heiko,Marek, Ilan. "Highly E-Selective, Stereoconvergent Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Alkenyl Ethers". supporting information. p. 2913 - 2917. Retrieved 2019/04/25.
• 2、 Lee, Dong-Hwan,Taher, Abu,Hossain, Shahin,Jin, Myung-Jong. "An efficient and general method for the heck and buchwald-hartwig coupling reactions of aryl chlorides". supporting information; experimental part. p. 5540 - 5543. Retrieved 2011/12/15.