N-[(E)-biphenyl-4-ylmethylidene]aniline

Base Information

• Chemical Name: N-[(E)-biphenyl-4-ylmethylidene]aniline
• CAS No.: 51357-73-4
• Molecular Formula: C19H15N
• Molecular Weight: 257.335
• Mol file: 51357-73-4.mol

Synonyms:

Chemical Property of N-[(E)-biphenyl-4-ylmethylidene]aniline

Chemical Property:

• Vapor Pressure: 1.13E-06mmHg at 25°C
• Boiling Point: 413.7°Cat760mmHg
• Flash Point: 196.6°C
• Density: 0.99g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[(E)-biphenyl-4-ylmethylidene]aniline

There total 3 articles about N-[(E)-biphenyl-4-ylmethylidene]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: 76.0%

N-(4-chlorobenzylidene)aniline (2362-79-0) + phenylmagnesium bromide (100-58-3) → 1-([1,1'-biphenyl]-4-yl)-N-phenylmethanimine (51357-73-4)

Guidance literature:

N-(4-chlorobenzylidene)aniline; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; toluene; Inert atmosphere; Sealed tube;

phenylmagnesium bromide; In tetrahydrofuran; toluene; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.6b02631

Reference yield:

biphenyl-4-yl methanol (3597-91-9) + aniline (62-53-3) → 1-([1,1'-biphenyl]-4-yl)-N-phenylmethanimine (51357-73-4)

Guidance literature:

With {[Co₃(BTC)₂(3-TBT)₂₍H₂O)₂]·(H₂O)₂-(EtOH)₅(DMA)1.5}_n; potassium hydroxide; In neat (no solvent); at 100 ℃; for 12h;

DOI:10.1039/d1ce01221e

Reference yield:

aniline (62-53-3) + para-Chlorobenzyl alcohol (873-76-7) → 1-([1,1'-biphenyl]-4-yl)-N-phenylmethanimine (51357-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / toluene / 24 h / 90 °C / Sealed tube

2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate / tetrahydrofuran; toluene / Inert atmosphere; Sealed tube

2.2: 1 h / 20 °C / Inert atmosphere; Sealed tube

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium hydroxide; In tetrahydrofuran; toluene; 2.1: |Kumada Cross-Coupling / 2.2: |Kumada Cross-Coupling;

DOI:10.1021/acs.orglett.6b02631

upstream raw materials:

N-(4-chlorobenzylidene)aniline

phenylmagnesium bromide

aniline

para-Chlorobenzyl alcohol

Downstream raw materials:

2-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-5-(1-methyl-1-phenyl-ethyl)-benzooxazole

2-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-naphtho[1,2-d]oxazole

6-(trans-2-biphenyl-4-yl-vinyl)-2-phenyl-benzooxazole

2-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-benzooxazole