Acetamide, N-(4-phenyl-2-butenyl)- (9CI)

Base Information

• Chemical Name: Acetamide, N-(4-phenyl-2-butenyl)- (9CI)
• CAS No.: 229156-95-0
• Molecular Formula: C₁₂H₁₅NO
• Molecular Weight: 189.257
• Mol file: 229156-95-0.mol

Synonyms:Acetamide,N-(4-phenyl-2-butenyl)- (9CI)

Chemical Property of Acetamide, N-(4-phenyl-2-butenyl)- (9CI)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetamide, N-(4-phenyl-2-butenyl)- (9CI)

There total 4 articles about Acetamide, N-(4-phenyl-2-butenyl)- (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: 36.0%

benzenediazonium tetrafluoroborate (369-57-3) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + acetonitrile (75-05-8,26809-02-9) → N-(1-phenylbut-3-en-2-yl)acetamide + (E)-N-(4-phenylbut-2-en-1-yl)acetamide (229156-95-0)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; water; at -20 - 35 ℃; for 16h; Schlenk technique; Irradiation;

DOI:10.1002/adsc.202000071

Reference yield:

4-Phenylbut-1-ene (768-56-9) + 3-methyl-5H-1,4,2-dioxazol-5-one → N-(1-phenylbut-3-en-2-yl)acetamide + C12H15NO (229156-95-0)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; lithium acetate; silver(I) triflimide; In 1,2-dichloro-ethane; at 35 ℃; for 20h; Overall yield = 66 %; regioselective reaction;

DOI:10.1021/jacs.9b00237

Reference yield:

allylbenzene (300-57-2,57807-91-7) + N-allylacetamide (692-33-1) → N-(4-phenyl-but-2-enyl)-acetamide (229156-95-0) + (E)-N-(4-phenylbut-2-en-1-yl)acetamide (229156-95-0)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; for 16h; Yield given; Yields of byproduct given. Title compound not separated from byproducts; Heating;

DOI:10.1055/s-1999-2676

upstream raw materials:

allylbenzene

N-allylacetamide

benzenediazonium tetrafluoroborate

buta-1,3-diene

Refernces

• 1、 Lei, Honghui,Rovis, Tomislav. "Ir-Catalyzed Intermolecular Branch-Selective Allylic C-H Amidation of Unactivated Terminal Olefins". supporting information. p. 2268 - 2273. Retrieved 2019/03/05.