N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine

Base Information

• Chemical Name: N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine
• CAS No.: 736172-42-2
• Molecular Formula: C₁₇H₁₈BrNO
• Molecular Weight: 332.24
• Mol file: 736172-42-2.mol

Synonyms:N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine

Chemical Property of N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine

There total 7 articles about N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine 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: 86.0%

allyl trifluoroacetate (383-67-5) + (E)-1-(4-bromophenyl)-N-(4-methoxyphenyl)methanimine (28115-12-0) → N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine (736172-42-2) + 1-(4-bromophenyl)but-3-en-1-ol (106650-98-0,113842-31-2)

Guidance literature:

allyl trifluoroacetate; With 1,1,1,2,2,2-hexamethyldisilane; palladium diacetate; In toluene; at 20 ℃; for 2h; Inert atmosphere;

(E)-1-(4-bromophenyl)-N-(4-methoxyphenyl)methanimine; With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; toluene; at 20 ℃; for 22h; Inert atmosphere;

DOI:10.1021/ol8026297

Reference yield: 76.0%

allyl trifluoroacetate (383-67-5) + 4-methoxy-aniline (104-94-9) + 4-bromo-benzaldehyde (1122-91-4) → N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine (736172-42-2)

Guidance literature:

allyl trifluoroacetate; With 1,1,1,2,2,2-hexamethyldisilane; palladium diacetate; In toluene; at 20 ℃; for 2h; Inert atmosphere;

4-methoxy-aniline; 4-bromo-benzaldehyde; With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; toluene; at 20 ℃; for 22h; Inert atmosphere;

DOI:10.1021/ol8026297

Reference yield: 70.0%

N-(4-bromobenzylidene)-4-methoxyaniline (28115-12-0) + allyl bromide (106-95-6) → N-(1-(4-bromophenyl)but-3-en-1-yl)-4-methoxybenzenamine (736172-42-2)

Guidance literature:

allyl bromide; With indium(III) chloride; aluminium; In tetrahydrofuran; at 20 ℃; for 0.25h; Inert atmosphere;

N-(4-bromobenzylidene)-4-methoxyaniline; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c4ra04293j

upstream raw materials:

allyl trifluoroacetate

4-methoxy-aniline

4-bromo-benzaldehyde

(E)-1-(4-bromophenyl)-N-(4-methoxyphenyl)methanimine

Refernces

• 1、 Reddy, Chennakesava,Babu, Srinivasarao Arulananda,Aslam, Nayyar Ahmad. "Indium-assisted aluminium-based stereoselective allylation of prostereogenic α,α-disubstituted cycloalkanones and imines". . p. 40199 - 40213. Retrieved 2014/12/10.
• 2、 Barker, Timothy J.,Jarvo, Elizabeth R.. "Diene-ligated iridium catalyst for allylation reactions of ketones and imines". supporting information; experimental part. p. 1047 - 1049. Retrieved 2009/08/15.