1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine

Base Information

• Chemical Name: 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine
• CAS No.: 1413777-52-2
• Molecular Formula: C₂₄H₂₈ClN
• Molecular Weight: 365.946

Synonyms:1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine

Chemical Property of 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine

Chemical Property:

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Technology Process of 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine

There total 3 articles about 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine 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%

1-((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)-N-methylmethanamine (1413776-16-5) + 3'-chloro-[1,1'-biphenyl]-4-carbaldehyde (400744-49-2) → 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine (1413777-52-2)

Guidance literature:

1-((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)-N-methylmethanamine; 3'-chloro-[1,1'-biphenyl]-4-carbaldehyde; In 1,2-dichloro-ethane; at 20 ℃; for 0.5h;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 32h;

DOI:10.1021/jm301240t

Reference yield:

4-bromo-benzaldehyde (1122-91-4) → 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine (1413777-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / 1,2-dimethoxyethane; water / 0.25 h / Inert atmosphere

1.2: 7 h / Inert atmosphere; Reflux

2.1: 1,2-dichloro-ethane / 0.5 h / 20 °C

2.2: 32 h / 20 °C

With sodium carbonate; In 1,2-dimethoxyethane; water; 1,2-dichloro-ethane;

DOI:10.1021/jm301240t

Reference yield:

3-chlorophenylboronic acid (63503-60-6) → 1-(3'-chlorobiphenyl-4-yl)-N-(((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)methyl)-N-methylmethanamine (1413777-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / 1,2-dimethoxyethane; water / 0.25 h / Inert atmosphere

1.2: 7 h / Inert atmosphere; Reflux

2.1: 1,2-dichloro-ethane / 0.5 h / 20 °C

2.2: 32 h / 20 °C

With sodium carbonate; In 1,2-dimethoxyethane; water; 1,2-dichloro-ethane;

DOI:10.1021/jm301240t

upstream raw materials:

1-((1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl)-N-methylmethanamine

3'-chloro-[1,1'-biphenyl]-4-carbaldehyde

4-bromo-benzaldehyde

3-chlorophenylboronic acid

Downstream raw materials:

C₂₅H₃₁ClN⁽¹⁺⁾*I^(1-)

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