N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.0^2,4]octane-6,7-endo-dicarboximide

Base Information

• Chemical Name: N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.0^2,4]octane-6,7-endo-dicarboximide
• CAS No.: 1575815-07-4
• Molecular Formula: C₂₄H₂₃NO₂
• Molecular Weight: 357.452

Synonyms:N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.0^2,4]octane-6,7-endo-dicarboximide

Chemical Property of N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.0^2,4]octane-6,7-endo-dicarboximide

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Technology Process of N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.0^2,4]octane-6,7-endo-dicarboximide

There total 5 articles about N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.0^2,4]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: 93.0%

1-bromomethyl-3-methyl-benzene (620-13-3) + N-(p-methylphenyl)bicyclo[2.2.1]hept-5-ene-endo-2,endo-3-dicarboximide (72657-49-9) → N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide (1575815-07-4)

Guidance literature:

With sodium methylate; palladium diacetate; triphenylphosphine; In toluene; at 100 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1039/c3cc49231a

Reference yield:

m-tolyl aldehyde (620-23-5) → N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide (1575815-07-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C

2: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C

3: palladium diacetate; triphenylphosphine; sodium methylate / toluene / 12 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube

With sodium tetrahydroborate; sodium methylate; palladium diacetate; phosphorus tribromide; triphenylphosphine; In methanol; dichloromethane; toluene;

DOI:10.1039/c3cc49231a

Reference yield:

3-methylbenzyl alcohol (587-03-1) → N-(4-methylphenyl)-3-exo-(3-methylphenyl)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide (1575815-07-4)

Guidance literature:

Multi-step reaction with 2 steps

1: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C

2: palladium diacetate; triphenylphosphine; sodium methylate / toluene / 12 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube

With sodium methylate; palladium diacetate; phosphorus tribromide; triphenylphosphine; In dichloromethane; toluene;

DOI:10.1039/c3cc49231a

upstream raw materials:

m-tolyl aldehyde

3-methylbenzyl alcohol

1-bromomethyl-3-methyl-benzene

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

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