5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one

Base Information

• Chemical Name: 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one
• CAS No.: 151509-90-9
• Molecular Formula: C₂₃H₁₆O
• Molecular Weight: 308.379
• Mol file: 151509-90-9.mol

Synonyms:5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one

Chemical Property of 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one

There total 5 articles about 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-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: 80.0%

2-diazo-3-phenyl-1-(2-phenylethynylphenyl)propanone (151509-88-5) → 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one (151509-90-9)

Guidance literature:

With rhodium(II) acetate; In benzene; at 25 ℃; for 12h;

DOI:10.1021/jo991938h

Reference yield:

3-phenyl-1-(2-phenylethynylphenyl)-1-propanone (151509-84-1) → 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one (151509-90-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethyl formate / diethyl ether / 0 - 25 °C

1.2: 30 percent / mesyl azide / diethyl ether / 2 h / 20 °C

2.1: 80 percent / rhodium(II) acetate / benzene / 12 h / 25 °C

With rhodium(II) acetate; formic acid ethyl ester; In diethyl ether; benzene; 1.1: Formylation / 1.2: Diazotization / 2.1: Cyclization;

DOI:10.1021/jo991938h

Reference yield:

o-(phenylethynyl)benzaldehyde (59046-72-9) → 5-phenyl-5,10-dihydrobenzo[b]fluoren-11-one (151509-90-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: Mg / diethyl ether / 1 h

1.2: 74 percent / diethyl ether / 20 °C

2.1: 90 percent / PCC; Celite / CH₂Cl₂ / 4 h / 25 °C

3.1: ethyl formate / diethyl ether / 0 - 25 °C

3.2: 30 percent / mesyl azide / diethyl ether / 2 h / 20 °C

4.1: 80 percent / rhodium(II) acetate / benzene / 12 h / 25 °C

With rhodium(II) acetate; Celite; magnesium; pyridinium chlorochromate; formic acid ethyl ester; In diethyl ether; dichloromethane; benzene; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Oxidation / 3.1: Formylation / 3.2: Diazotization / 4.1: Cyclization;

DOI:10.1021/jo991938h

upstream raw materials:

2-diazo-3-phenyl-1-(2-phenylethynylphenyl)propanone

o-(phenylethynyl)benzaldehyde

phenylacetylene

3-phenyl-1-(2-phenylethynylphenyl)-1-propanone

Downstream raw materials:

5-phenyl-11H-benzo[b]fluoren-11-one