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

Base Information

• Chemical Name: [(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol
• CAS No.: 129286-42-6
• Molecular Formula: C₂₀H₁₅FO
• Molecular Weight: 290.337
• Mol file: 129286-42-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about [(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol 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:

(6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carboxylic acid ethyl ester (129286-41-5,129388-31-4) → [(6bS,7R,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol (129286-42-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 20 ℃; for 2.5h;

DOI:10.1021/jo00307a020

Reference yield:

(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carboxylic acid ethyl ester (129286-41-5,129388-31-4) → [(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol (129286-42-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at 20 ℃; for 2.5h;

DOI:10.1021/jo00307a020

Reference yield:

1-bromoacenaphthylene (54736-49-1) → [(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylen-7-yl]-methanol (129286-42-6)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 34 percent / copper bronze / 1 h / 100 °C

3: 138 mg / DIBAL-H / toluene / 2.5 h / 20 °C

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

DOI:10.1021/jo00307a020

upstream raw materials:

(6bS,7S,7aR)-6b-(4-Fluoro-phenyl)-7,7a-dihydro-6bH-cyclopropa[a]acenaphthylene-7-carboxylic acid ethyl ester

1,2-dibromoacenaphthene

1-bromoacenaphthylene

1-(4-fluorophenyl)acenaphthylene

Downstream raw materials:

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

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