Benzenamine, 2-[1-(4-methoxyphenyl)ethenyl]-

Base Information

• Chemical Name: Benzenamine, 2-[1-(4-methoxyphenyl)ethenyl]-
• CAS No.: 101089-43-4
• Molecular Formula: C15H15NO
• Molecular Weight: 225.29
• Mol file: 101089-43-4.mol

Synonyms:

Chemical Property of Benzenamine, 2-[1-(4-methoxyphenyl)ethenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, 2-[1-(4-methoxyphenyl)ethenyl]-

There total 15 articles about Benzenamine, 2-[1-(4-methoxyphenyl)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: 97.0%

2-amino-4'-methoxybenzophenone (36192-61-7) + Methyltriphenylphosphonium bromide (1779-49-3) → 1-amino-2-[1-(4-methoxyphenyl)ethenyl]benzene (101089-43-4)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

2-amino-4'-methoxybenzophenone; In tetrahydrofuran; at 0 - 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201606026

Reference yield: 92.0%

1-(2-aminophenyl)-1’-(4-methoxyphenyl)ethan-1-ol (94026-82-1) → 1-amino-2-[1-(4-methoxyphenyl)ethenyl]benzene (101089-43-4)

Guidance literature:

With ammonium chloride; at 160 ℃; for 0.5h;

DOI:10.1021/acs.orglett.7b03164

Reference yield: 92.0%

2-iodophenylamine (615-43-0) + 1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine (32117-52-5) → 1-amino-2-[1-(4-methoxyphenyl)ethenyl]benzene (101089-43-4)

Guidance literature:

With bis(triphenylphosphine)palladium(II) dichloride; lithium tert-butoxide; In 1,4-dioxane; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jo301987c

upstream raw materials:

1-(2-aminophenyl)-1’-(4-methoxyphenyl)ethan-1-ol

1-bromo-4-methoxy-benzene

2-aminoacetophenone

1-(1-(4-methoxyphenyl)ethylidene)-2-tosylhydrazine

Downstream raw materials:

t-butyl N-[2-(1-(4-methoxyphenyl)ethenyl)phenyl]carbamate

4-(4-methoxyphenyl)-4-methyl-1,4-dihydro-2H-3,1-benzoxazin-2-one

2-phenyl-4-(4-methoxyphenyl)quinoline

4-(p-methoxyphenyl)-2-(1H)-quinolinone

Refernces

• 1、 Qiao, Hong,Zhang, Shengjun,Li, Kangkang,Cao, Zhengqiang,Zeng, Fanlong. "Palladium(II)/Lewis acid cocatalyzed oxidative annulation of 2-alkenylanilines and propargylic esters: An access to benzo[ b]azepines". . p. 10843 - 10851. Retrieved 2019.
• 2、 Wu, Xianqing,Tang, Zaiquan,Zhang, Chengxi,Wang, Chenchen,Wu, Licheng,Qu, Jingping,Chen, Yifeng. "Pd-catalyzed regiodivergent synthesis of diverse oxindoles enabled by the versatile heck reaction of carbamoyl chlorides". . p. 3915 - 3921. Retrieved 2020/06/08.