N-(1-(4-Fluorophenyl)vinyl)acetamide

Base Information

• Chemical Name: N-(1-(4-Fluorophenyl)vinyl)acetamide
• CAS No.: 177750-13-9
• Molecular Formula: C10H10FNO
• Molecular Weight: 179.194
• DSSTox Substance ID: DTXSID901282563
• Nikkaji Number: J1.046.100F
• Mol file: 177750-13-9.mol

Synonyms:N-(1-(4-FLUOROPHENYL)VINYL)ACETAMIDE;177750-13-9;DTXSID901282563;N-[1-(4-fluorophenyl)ethenyl]acetamide

Chemical Property of N-(1-(4-Fluorophenyl)vinyl)acetamide

Chemical Property:

• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 179.074642105
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)NC(=C)C1=CC=C(C=C1)F

Technology Process of N-(1-(4-Fluorophenyl)vinyl)acetamide

There total 11 articles about N-(1-(4-Fluorophenyl)vinyl)acetamide 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: 94.0%

1-(4-fluorophenyl)ethanone oxime (329-79-3) + acetic anhydride (108-24-7) → N-(1-(4-fluorophenyl)vinyl)acetamide (177750-13-9)

Guidance literature:

With sodium hydrogen sulfite; copper(l) iodide; In 1,2-dichloro-ethane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

Reference yield: 86.0%

1-(4-fluorophenyl)ethanone oxime (329-79-3) + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) → N-(1-(4-fluorophenyl)vinyl)acetamide (177750-13-9)

Guidance literature:

With sodium dithionite; iron(II) acetate; potassium iodide; In 1,2-dichloro-ethane; for 1h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetlet.2019.05.006

Reference yield: 78.0%

1-(4-fluorophenyl)ethanone oxime (329-79-3) + acetic anhydride (108-24-7) + phenylacetylene (536-74-3) → 1,4-diphenyl-1,3-butadiyne (886-66-8) + N-(1-(4-fluorophenyl)vinyl)acetamide (177750-13-9)

Guidance literature:

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In 1,2-dichloro-ethane; at 120 ℃; for 5h; Inert atmosphere; Green chemistry;

DOI:10.1016/S1872-2067(14)60220-5

upstream raw materials:

4-fluorobenzonitrile

methylmagnesium bromide

acetic anhydride

methyl magnesium iodide

Downstream raw materials:

N-acetyl-1-methyl-1-(4-fluorophenyl)allylamine

(Z)-N-(1-(4-fluorophenyl)-4-(triisopropylsilyl)but-1-en-3-yn-1-yl)acetamide

C₁₆H₁₆FNO₄

C₁₆H₁₄FNO₄

Refernces

• 1、 Liu, Rui-Hua,Shan, Qi-Chao,Gao, Ya,Loh, Teck-Peng,Hu, Xu-Hong. "Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides". supporting information. p. 1411 - 1414. Retrieved 2020/10/29.
• 2、 Park, Du Yong,Hwang, Joon Young,Kang, Eun Joo. "Fe(III)-catalyzed Oxidative Povarov Reaction with Molecular Oxygen Oxidant". supporting information. p. 798 - 801. Retrieved 2021/04/09.