1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester

Base Information

• Chemical Name: 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester
• CAS No.: 119111-69-2
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.241
• Mol file: 119111-69-2.mol

Synonyms:1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester

Chemical Property of 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester

There total 3 articles about 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid 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: 70.0%

benzaldehyde (100-52-7) + methyl 1-aminocyclopropane-1-carboxylate hydrochloride (72784-42-0) → 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester (119111-69-2)

Guidance literature:

With triethylamine; In chloroform; Ambient temperature;

DOI:10.1021/jo00269a014

Reference yield:

methyl 2-(benzylideneamino)acetate (66646-88-6) + 1,2-dichloro-ethane (107-06-2,52399-93-6) → 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester (119111-69-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 - 25 ℃; for 16h;

DOI:10.1016/S0040-4039(00)84346-4

Reference yield:

1-(N,N-dibenzylamino)cyclopropanecarboxylic acid (119111-63-6) → 1-{[1-Phenyl-meth-(E)-ylidene]-amino}-cyclopropanecarboxylic acid methyl ester (119111-69-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Me₃COCl / CHCl₃ / Ambient temperature

2: 70 percent / Et₃N / CHCl₃ / Ambient temperature

With pivaloyl chloride; triethylamine; In chloroform;

DOI:10.1021/jo00269a014

upstream raw materials:

benzaldehyde

methyl 1-aminocyclopropane-1-carboxylate hydrochloride

methyl 2-(benzylideneamino)acetate

1,2-dichloro-ethane

Downstream raw materials:

1-Benzylamino-cyclopropanecarboxylic acid methyl ester

α-benzylaminocyclopropanecarboxylic acid