2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone

Base Information

• Chemical Name: 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone
• CAS No.: 866216-69-5
• Molecular Formula: C₁₉H₁₈O₃
• Molecular Weight: 294.35
• Mol file: 866216-69-5.mol

Synonyms:2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone

Chemical Property of 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone

There total 3 articles about 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone 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: 77.0%

2-bromo-2-(dihydrofuran-2(3H)-ylidene)-1-phenylethanone (866216-58-2) + 2-Methoxyphenylboronic acid (5720-06-9) → 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone (866216-69-5)

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 5h; Heating;

DOI:10.1021/jo051079z

Reference yield:

(E)-α-(Tetrahydro-2-furylidene)acetophenone (69706-65-6) → 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone (866216-69-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / N-bromosuccinimide / CCl₄ / 3 h / Heating

2: 77 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; potassium phosphate / dioxane / 5 h / Heating

With potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; tetrachloromethane; 2: Suzuki reaction;

DOI:10.1021/jo051079z

Reference yield:

1-phenylbutan-1,3-dione (93-91-4) → 2-(dihydro-furan-2(3H)-ylidene)-2-(2-methoxy-phenyl)-1-phenyl-ethanone (866216-69-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropylamide / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 14 h / -78 - 20 °C

1.3: tetrahydrofuran / 12 h / Heating

2.1: 53 percent / N-bromosuccinimide / CCl₄ / 3 h / Heating

3.1: 77 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾; potassium phosphate / dioxane / 5 h / Heating

With potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; 3.1: Suzuki reaction;

DOI:10.1021/jo051079z

upstream raw materials:

2-bromo-2-(dihydrofuran-2(3H)-ylidene)-1-phenylethanone

2-Methoxyphenylboronic acid

(E)-α-(Tetrahydro-2-furylidene)acetophenone

1-phenylbutan-1,3-dione