5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester

Base Information

• Chemical Name: 5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester
• CAS No.: 110511-03-0
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.294
• Mol file: 110511-03-0.mol

Synonyms:

Chemical Property of 5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester

There total 3 articles about 5-Hexenoic acid, 2-[(phenylmethylene)amino]-, methyl ester 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:

1-bromo-4-butene (5162-44-7) + methyl 2-(benzylideneamino)acetate (66646-88-6) → methyl 2-(benzylideneamino)-5-hexenoate (110511-03-0) + 2-But-3-enyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-hex-5-enoic acid methyl ester

Guidance literature:

methyl 2-(benzylideneamino)acetate; With n-butyllithium; diisopropylamine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -60 ℃; for 1h;

1-bromo-4-butene; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at 20 ℃; Further stages.;

DOI:10.1039/b000196l

Reference yield:

1-bromo-4-butene (5162-44-7) + methyl 2-(benzylideneamino)acetate (66646-88-6) → methyl 2-(benzylideneamino)-5-hexenoate (110511-03-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1039/c39930000832

Reference yield:

benzaldehyde (100-52-7) → methyl 2-(benzylideneamino)-5-hexenoate (110511-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: MgSO₄, Et₃N / CH₂Cl₂

2: lithium diisopropylamide (LDA) / tetrahydrofuran

With magnesium sulfate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c39930000832

upstream raw materials:

1-bromo-4-butene

methyl 2-(benzylideneamino)acetate

benzaldehyde

Downstream raw materials:

2,2'-[(1-but-3-enylethane-1,2-diyl)bis(nitrilomethylidyne)]diphenol

2-Difluoromethyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-5-(phenyl-hydrazono)-pentanoic acid methyl ester

Refernces

• 1、 Kingma, Irene E.,Wiersma, Marten,Baan, Juul L. van der,Balt, Sijbe,Bickelhaupt, Friedrich,et al.. "Intramolecular Alkoxycobaltation: a Novel Route to the Cobalt-Carbon Bond in a Coenzyme B12 Model". . p. 832 - 834. Retrieved 2007/10/02.