(Z)-2,4,6-trimethybenzaldehyde oxime

Base Information

• Chemical Name: (Z)-2,4,6-trimethybenzaldehyde oxime
• CAS No.: 54130-62-0
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.219
• Mol file: 54130-62-0.mol

Synonyms:(Z)-2,4,6-trimethybenzaldehyde oxime

Chemical Property of (Z)-2,4,6-trimethybenzaldehyde oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2,4,6-trimethybenzaldehyde oxime

There total 10 articles about (Z)-2,4,6-trimethybenzaldehyde oxime 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: 90.0%

mesytaldehyde (487-68-3) → (Z)-2,4,6-trimethybenzaldehyde oxime (54130-62-0)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In methanol; water; at 20 ℃; for 12h;

DOI:10.1039/d1ob01401c

Reference yield: 82.0%

(R)-3-Phenyl-3-{[1-(2,4,6-trimethyl-phenyl)-meth-(E)-ylidene]-amino}-propionic acid tert-butyl ester (909786-08-9) → (Z)-2,4,6-trimethybenzaldehyde oxime (54130-62-0) + (E)-mesitaldehyde oxime (54130-63-1) + tert-butyl (R)-3-amino-3-phenylpropionate (161671-34-7)

Guidance literature:

With hydroxylamine hydrochloride; In tetrahydrofuran; water; at 20 ℃; for 0.25h;

DOI:10.1016/j.tet.2006.06.040

Reference yield:

N-(mesitylmethyl)-N-(trimethylsilyl)amine (909849-55-4) → (Z)-2,4,6-trimethybenzaldehyde oxime (54130-62-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / n-BuLi; (-)-(R,R)-(CH₃OCH(Ph))2 / toluene; hexane / 2.5 h / -78 °C

2: 99 percent / NCS / CH₂Cl₂ / 14 h / -20 °C

3: HN=C(NMe₂)2 / benzene / 17 h / 20 °C

4: NH₂OH*HCl / tetrahydrofuran; H₂O / 0.25 h / 20 °C

With N-chloro-succinimide; n-butyllithium; (1R,2R)-1,2-diphenyl-1,2-dimethoxyethane; hydroxylamine hydrochloride; N,N,N',N'-tetramethylguanidine; In tetrahydrofuran; hexane; dichloromethane; water; toluene; benzene;

DOI:10.1016/j.tet.2006.06.040

upstream raw materials:

mercury fulminate

1,3,5-trimethyl-benzene

mesytaldehyde

(R)-3-Phenyl-3-{[1-(2,4,6-trimethyl-phenyl)-meth-(E)-ylidene]-amino}-propionic acid tert-butyl ester

Downstream raw materials:

cyanomesitylene

Refernces

• 1、 Sakai, Takeo,Doi, Hirohisa,Tomioka, Kiyoshi. "Chiral ligand-controlled asymmetric conjugate amination of enoates with lithium mesitylmethyl(trimethylsilyl)amide". . p. 8351 - 8359. Retrieved 2007/10/03.