N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide

Base Information

• Chemical Name: N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide
• CAS No.: 1607020-79-0
• Molecular Formula: C₂₄H₂₀FNO₂
• Molecular Weight: 373.427

Synonyms:N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide

Chemical Property of N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide

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Technology Process of N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide

There total 7 articles about N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide 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: 90.0%

N-(p-methylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide (72657-49-9) + (Z)-1-(2-bromovinyl)-4-fluorobenzene (115665-76-4,115665-67-3) → N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide (1607020-79-0)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In toluene; at 20 - 110 ℃; for 12.5h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol500829t

Reference yield: 42.0%

N-(p-methylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide (72657-49-9) + (E)-1-fluoro-4-(2-bromovinyl)benzene (115665-67-3,115665-76-4) → N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide (1607020-79-0)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In toluene; at 20 - 110 ℃; for 12.5h; Inert atmosphere; Sealed tube;

DOI:10.1021/ol500829t

Reference yield:

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride (129-64-6) → N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide (1607020-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 16 h / 120 °C

2: palladium diacetate; triphenylphosphine; potassium carbonate / toluene / 12.5 h / 20 - 110 °C / Inert atmosphere; Sealed tube

With palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol500829t

upstream raw materials:

N-(p-methylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide

(Z)-1-(2-bromovinyl)-4-fluorobenzene

(E)-1-fluoro-4-(2-bromovinyl)benzene

4-fluorobenzaldehyde

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