2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

Base Information

Chemical Name:2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide
CAS No.:1643719-05-4
Molecular Formula:C₃₁H₄₂ClNO₅
Molecular Weight:544.131
Hs Code.:

Synonyms:2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

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Chemical Property of 2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

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Technology Process of 2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

There total 11 articles about 2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]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: 70.0%

: 1643719-04-3
6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}phenyloxy)hexylamine

: 79-04-9
chloroacetyl chloride

: 1643719-05-4
2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

Guidance literature:: With triethylamine; In dichloromethane; at -10 - 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.201402249

Reference yield:

: 103-16-2
4-Benzyloxyphenol

: 1643719-05-4
2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: potassium carbonate / acetone / 21 h / Inert atmosphere; Reflux

2.1: N,N-dimethyl-formamide / 8 h / 70 °C / Inert atmosphere

3.1: hydrazine hydrate / dichloromethane; methanol / 17 h / 20 °C

4.1: triethylamine / dichloromethane / 19 h / 20 °C / Inert atmosphere

5.1: hydrogen; palladium 10% on activated carbon / chloroform; ethyl acetate / 23 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

6.2: 48 h / 20 °C / Inert atmosphere

7.1: hydrogen; palladium 10% on activated carbon / chloroform / 23 h / 20 °C

8.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

8.2: 18 h / 20 °C / Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 19 h / 20 °C

10.1: triethylamine / dichloromethane / 4 h / -10 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; acetone; 3.1: |Gabriel Amine Synthesis;
DOI:10.1002/ejoc.201402249

Reference yield:

: 56219-56-8
1-(benzyloxy)-4-(6-bromohexyloxy)benzene

: 1643719-05-4
2-chloro-N-[6-(4-{6-[4-(pent-4-ynyloxy)phenyloxy]hexyloxy}-phenyloxy)hexyl]acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

1.2: 48 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / chloroform / 23 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 19 h / 20 °C

5.1: triethylamine / dichloromethane / 4 h / -10 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201402249