[(3E)-3-methyl-2-oxo-4-phenylbut-3-en-1-ylidene]diazenium

Base Information

• Chemical Name: [(3E)-3-methyl-2-oxo-4-phenylbut-3-en-1-ylidene]diazenium
• CAS No.: 29166-17-4
• Molecular Formula: C₁₁H₁₀N₂O
• Molecular Weight: 186.213
• Mol file: 29166-17-4.mol

Synonyms:NSC 61787

Chemical Property of [(3E)-3-methyl-2-oxo-4-phenylbut-3-en-1-ylidene]diazenium

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [(3E)-3-methyl-2-oxo-4-phenylbut-3-en-1-ylidene]diazenium

There total 3 articles about [(3E)-3-methyl-2-oxo-4-phenylbut-3-en-1-ylidene]diazenium 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-2-methyl-3-phenylpropenoyl bromide → (E)-1-diazo-3-methyl-4-phenylbut-3-en-2-one (887779-57-9,29166-17-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In diethyl ether; at 0 - 20 ℃; for 2h;

DOI:10.1002/ejoc.200500963

Reference yield:

α-methylcinnamic acid (1199-77-5) → (E)-1-diazo-3-methyl-4-phenylbut-3-en-2-one (887779-57-9,29166-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-bromo-2-(dimethylamino)-2-methylpropene / CH₂Cl₂ / 1 h / 20 °C

2: 127 mg / iPr₂NEt / diethyl ether / 2 h / 0 - 20 °C

With 1-bromo-2-(dimethylamino)-2-methylpropene; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; 2: Arndt-Eistert homologation;

DOI:10.1002/ejoc.200500963

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-2-methyl-3-phenylacryloyl chloride (35086-87-4,38449-13-7) → (E)-1-diazo-3-methyl-4-phenylbut-3-en-2-one (887779-57-9,29166-17-4)

Guidance literature:

DOI:10.1021/jo01128a020

upstream raw materials:

diazomethane

(E)-2-methyl-3-phenylacryloyl chloride

α-methylcinnamic acid

Downstream raw materials:

(3E)-1-chloro-3-methyl-4-phenyl-3-buten-2-one

(E)-3-Methyl-4-phenyl-3-butensaeure-methylester

Refernces