(-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine

Base Information

• Chemical Name: (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine
• CAS No.: 1369217-11-7
• Molecular Formula: C₁₈H₂₀ClNO
• Molecular Weight: 301.816
• Mol file: 1369217-11-7.mol

Synonyms:(-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine

Chemical Property of (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine

There total 6 articles about (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine 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:

C24H23ClN2O5S (1369217-10-6) → (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine (1369217-11-7)

Guidance literature:

With 4-Methoxybenzenethiol; potassium carbonate; In dimethyl sulfoxide; acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetasy.2012.01.017

Reference yield:

5-Bromo-2-chloroanisole (16817-43-9) → (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine (1369217-11-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: benzo[1,3,2]dioxaborole / tetrahydrofuran / 3 h / Reflux; Inert atmosphere

1.2: 0.42 h / 20 °C / Inert atmosphere

1.3: 12 h / Reflux

2.1: copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline) / dichloromethane / 1 h / 25 °C / Inert atmosphere; Molecular sieve

2.2: 1 h / 25 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 4 h / 20 °C / Inert atmosphere

4.1: 4-Methoxybenzenethiol; potassium carbonate / dimethyl sulfoxide; acetonitrile / 5 h / 20 °C / Inert atmosphere

With 4-Methoxybenzenethiol; copper(II) bis(trifluoromethanesulfonate); sodium hydride; (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); potassium carbonate; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile; 2.2: Friedel Crafts alkylation;

DOI:10.1016/j.tetasy.2012.01.017

Reference yield:

4-Phenyl-1-butyne (16520-62-0) → (-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-methylamine (1369217-11-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: benzo[1,3,2]dioxaborole / tetrahydrofuran / 3 h / Reflux; Inert atmosphere

1.2: 0.42 h / 20 °C / Inert atmosphere

1.3: 12 h / Reflux

2.1: copper(II) bis(trifluoromethanesulfonate); (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline) / dichloromethane / 1 h / 25 °C / Inert atmosphere; Molecular sieve

2.2: 1 h / 25 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 4 h / 20 °C / Inert atmosphere

4.1: 4-Methoxybenzenethiol; potassium carbonate / dimethyl sulfoxide; acetonitrile / 5 h / 20 °C / Inert atmosphere

With 4-Methoxybenzenethiol; copper(II) bis(trifluoromethanesulfonate); sodium hydride; (S,S)-2,2'-isopropylidenebis(4-phenyl-2-oxazoline); potassium carbonate; benzo[1,3,2]dioxaborole; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; acetonitrile; 2.2: Friedel Crafts alkylation;

DOI:10.1016/j.tetasy.2012.01.017

upstream raw materials:

(-)-trans-N-[1-(4-chloro-3-methoxy-phenyl)-1,2,3,4-tetrahydronaphthalen-2-yl]-4-nitro-benzenesulfonamide

C₂₄H₂₃ClN₂O₅S

4-Phenyl-1-butyne

5-Bromo-2-chloroanisole

Downstream raw materials:

(-)-trans-1-(4-chloro-3-methoxyphenyl)-N-(2,2-dimethoxyethyl)-1,2,3,4-tetrahydro-N-methyl-2-naphthalenamine

Sch 39165