(6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde

Base Information

• Chemical Name: (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde
• CAS No.: 129286-44-8
• Molecular Formula: C₂₀H₁₃FO
• Molecular Weight: 288.321
• Mol file: 129286-44-8.mol

Synonyms:

Chemical Property of (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde

There total 10 articles about (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde 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:

1-bromoacenaphthylene (54736-49-1) → (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde (129286-44-8,129388-32-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / dichloro<1,2-bis(diphenylphosphino)ethane>nickel(II) / diethyl ether / 1) room temperature, 30 min, 2) reflux, overnight

2: 15 percent / copper bronze / 1 h / 100 °C

3: DIBAL-H / toluene / 2.5 h / 20 °C

4: pyridinium chlorochromate / CH₂Cl₂ / 1.5 h / Ambient temperature

With diisobutylaluminium hydride; pyridinium chlorochromate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; copper; In diethyl ether; dichloromethane; toluene;

DOI:10.1021/jo00307a020

Reference yield:

1,2-dibromoacenaphthene (14209-08-6) → (6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde (129286-44-8,129388-32-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / KOH / ethanol / 48 h / Heating

2: 71 percent / dichloro<1,2-bis(diphenylphosphino)ethane>nickel(II) / diethyl ether / 1) room temperature, 30 min, 2) reflux, overnight

3: 34 percent / copper bronze / 1 h / 100 °C

4: 138 mg / DIBAL-H / toluene / 2.5 h / 20 °C

5: pyridinium chlorochromate / CH₂Cl₂ / 1.5 h / Ambient temperature

With potassium hydroxide; diisobutylaluminium hydride; pyridinium chlorochromate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; copper; In diethyl ether; ethanol; dichloromethane; toluene;

DOI:10.1021/jo00307a020

Reference yield:

1,2-dibromoacenaphthene (14209-08-6) → (6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carbaldehyde (129286-44-8,129388-32-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / KOH / ethanol / 48 h / Heating

2: 71 percent / dichloro<1,2-bis(diphenylphosphino)ethane>nickel(II) / diethyl ether / 1) room temperature, 30 min, 2) reflux, overnight

3: 15 percent / copper bronze / 1 h / 100 °C

4: DIBAL-H / toluene / 2.5 h / 20 °C

5: pyridinium chlorochromate / CH₂Cl₂ / 1.5 h / Ambient temperature

With potassium hydroxide; diisobutylaluminium hydride; pyridinium chlorochromate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; copper; In diethyl ether; ethanol; dichloromethane; toluene;

DOI:10.1021/jo00307a020

upstream raw materials:

[(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol

1,2-dibromoacenaphthene

1-bromoacenaphthylene

1-(4-fluorophenyl)acenaphthylene

Downstream raw materials:

10-fluorobenzofluoranthene