N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine

Base Information

• Chemical Name: N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine
• CAS No.: 1489217-19-7
• Molecular Formula: C₁₇H₂₇NS
• Molecular Weight: 277.474

Synonyms:N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine

Chemical Property of N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine

Chemical Property:

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Technology Process of N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine

There total 3 articles about N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine 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: 42.0%

N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetamide (1489217-40-4) → N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine (1489217-19-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 12h; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2013.09.006

Reference yield:

4'-(4,5,6,7-Tetrahydrobenzothienyl)ethyl ethanoate (135399-24-5) → N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine (1489217-19-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium hydroxide; water / tetrahydrofuran / 12 h / 0 - 20 °C

2.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 4 h / 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; water; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.ejmech.2013.09.006

Reference yield:

E-4-ethoxycarbonylmethylene-4,5,6,7-tetrahydrobenzothiophene (108016-69-9) → N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)ethanamine (1489217-19-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: palladium on activated charcoal; hydrogen / ethanol / 20 °C

2.1: lithium hydroxide; water / tetrahydrofuran / 12 h / 0 - 20 °C

3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.2: 4 h / 20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 0 °C / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; palladium on activated charcoal; water; hydrogen; 1,1'-carbonyldiimidazole; lithium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1016/j.ejmech.2013.09.006

upstream raw materials:

4'-(4,5,6,7-Tetrahydrobenzothienyl)ethyl ethanoate

N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetamide

E-4-ethoxycarbonylmethylene-4,5,6,7-tetrahydrobenzothiophene

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