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

Base Information

• Chemical Name: N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetamide
• CAS No.: 1489217-40-4
• Molecular Formula: C₁₇H₂₅NOS
• Molecular Weight: 291.458

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

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

Chemical Property:

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

There total 3 articles about N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetamide 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: 65.0%

cyclohexylmethylamine (3218-02-8) + 2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetic acid → N-(cyclohexylmethyl)-2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetamide (1489217-40-4)

Guidance literature:

2-(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)acetic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

cyclohexylmethylamine; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

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)acetamide (1489217-40-4)

Guidance literature:

Multi-step reaction with 2 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

With 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)acetamide (1489217-40-4)

Guidance literature:

Multi-step reaction with 3 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

With 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

cyclohexylmethylamine

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

Downstream raw materials:

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

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