7-phenyl-1H-phenalen-1-one

Base Information

• Chemical Name: 7-phenyl-1H-phenalen-1-one
• CAS No.: 76980-73-9
• Molecular Formula: C₁₉H₁₂O
• Molecular Weight: 256.304
• Mol file: 76980-73-9.mol

Synonyms:

Chemical Property of 7-phenyl-1H-phenalen-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-phenyl-1H-phenalen-1-one

There total 8 articles about 7-phenyl-1H-phenalen-1-one 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:

5-amino-1-bromonaphthalene (4766-33-0) → 7-phenyl-1H-phenalen-1-one (76980-73-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: tetrafluoroboric acid / 45 °C

1.2: 0.67 h / -10 °C

1.3: 2.75 h / -10 - 45 °C

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 2.5 h / Reflux; Inert atmosphere

3.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 24 h / Reflux; Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / acetone / 4 h / 20 °C

5.1: potassium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C

6.1: thionyl chloride

6.2: 1 h / 20 °C

6.3: 2.5 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; tetrafluoroboric acid; thionyl chloride; palladium 10% on activated carbon; hydrogen; sodium carbonate; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; acetone; 2.1: |Suzuki-Miyaura Coupling / 3.1: |Heck Reaction / 6.2: |Friedel-Crafts Acylation;

DOI:10.1021/acs.joc.6b02985

Reference yield:

1,5-dibromonaphthalene (7351-74-8) → 7-phenyl-1H-phenalen-1-one (76980-73-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 2.5 h / Reflux; Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / 1,4-dioxane / 24 h / Reflux; Inert atmosphere

3.1: hydrogen; palladium 10% on activated carbon / acetone / 4 h / 20 °C

4.1: potassium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C

5.1: thionyl chloride

5.2: 1 h / 20 °C

5.3: 2.5 h / Reflux

With bis-triphenylphosphine-palladium(II) chloride; thionyl chloride; palladium 10% on activated carbon; hydrogen; sodium carbonate; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; acetone; 1.1: |Suzuki-Miyaura Coupling / 2.1: |Heck Reaction / 5.2: |Friedel-Crafts Acylation;

DOI:10.1021/acs.joc.6b02985

Reference yield:

ethyl (E)-3-(5-phenylnaphthalen-1-yl)acrylate → 7-phenyl-1H-phenalen-1-one (76980-73-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen; palladium 10% on activated carbon / acetone / 4 h / 20 °C

2.1: potassium hydroxide / methanol; tetrahydrofuran / 1 h / 20 °C

3.1: thionyl chloride

3.2: 1 h / 20 °C

3.3: 2.5 h / Reflux

With thionyl chloride; palladium 10% on activated carbon; hydrogen; potassium hydroxide; In tetrahydrofuran; methanol; acetone; 3.2: |Friedel-Crafts Acylation;

DOI:10.1021/acs.joc.6b02985

upstream raw materials:

7-phenyl-9-aminophenalenone

1-bromo-5-nitronaphthalene

5-amino-1-bromonaphthalene

1,5-dibromonaphthalene