Acetamide, N-[(4-methoxyphenyl)methylene]-, [N(Z)]- (9CI)

Base Information

• Chemical Name: Acetamide, N-[(4-methoxyphenyl)methylene]-, [N(Z)]- (9CI)
• CAS No.: 574743-56-9
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• Mol file: 574743-56-9.mol

Synonyms:Acetamide, N-[(4-methoxyphenyl)methylene]-, [N(Z)]- (9CI)

Chemical Property of Acetamide, N-[(4-methoxyphenyl)methylene]-, [N(Z)]- (9CI)

Chemical Property:

• Melting Point: 64-66 °C
• Boiling Point: 288.6±42.0 °C(Predicted)
• PKA: -0.40±0.50(Predicted)
• Density: 1.03±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetamide, N-[(4-methoxyphenyl)methylene]-, [N(Z)]- (9CI)

There total 2 articles about Acetamide, N-[(4-methoxyphenyl)methylene]-, [N(Z)]- (9CI) 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:

N-trimethylsilyl(4-methoxy)benzaldimine (64187-51-5) + acetyl chloride (75-36-5) → N-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-acetamide (574743-55-8,574743-56-9)

Guidance literature:

In chloroform; at 0 ℃; for 3h;

DOI:10.1021/ol0523087

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → N-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-acetamide (574743-55-8,574743-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hexane / 0.5 h / 20 °C

1.2: TMSCl / tetrahydrofuran; hexane / 0.5 h / 20 °C

2.1: CHCl₃ / 3 h / 0 °C

In hexane; chloroform;

DOI:10.1021/ol0523087

Reference yield:

N-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-acetamide (574743-55-8,574743-56-9) + (10R)-B-(3-methylbut-3-en-1-ynyl)-10-trimethylsilyl-9-borabicyclo[3.3.2]decane (906650-64-4) + pseudoephedrine (90-82-4,7009-81-6,90-83-5,6912-63-6) → 9-((1S,2S)-pseudoephedrinyl)-(10R)-(trimethylsilyl)-9-borabicyclo[3.3.2]decane + (R)-N-(1-(4-methoxyphenyl)-4-methylpent-4-en-2-ynyl)acetamide + (S)-N-(1-(4-methoxyphenyl)-4-methylpent-4-en-2-ynyl)acetamide

Guidance literature:

N-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-acetamide; (10R)-B-(3-methylbut-3-en-1-ynyl)-10-trimethylsilyl-9-borabicyclo[3.3.2]decane; In dichloromethane; for 13h;

pseudoephedrine; In acetonitrile; for 48h; Heating;

DOI:10.1021/ol0611595

upstream raw materials:

N-trimethylsilyl(4-methoxy)benzaldimine

acetyl chloride

4-methoxy-benzaldehyde

Refernces

• 1、 Gonzalez, Ana Z.,Canales, Eda,Soderquist, John A.. "N-propargylamides via the asymmetric Michael addition of B-alkynyl-10-TMS-9-borabicyclo[3.3.2]decanes to N-acylimines". . p. 3331 - 3334. Retrieved 2007/10/03.