(E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

Base Information

Chemical Name:(E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide
CAS No.:329349-87-3
Molecular Formula:C₂₃H₃₃NO₃
Molecular Weight:371.52
Hs Code.:

Synonyms:(E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

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Chemical Property of (E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

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Technology Process of (E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

There total 5 articles about (E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide 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: 29.0%

: 329349-86-2
(E)-Pentadeca-12,14-dienoic acid (4-ethyl-phenyl)-amide

: 329349-87-3
(E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

: 11-(3-vinyl-oxiranyl)-undecanoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

Guidance literature:: With water; Dess-Martin periodane; In dichloromethane; at 0 ℃; for 22h;
DOI:10.1021/ja012125p

Reference yield:

: 505-95-3
12-hydroxydodecanoic acid

: 329349-87-3
(E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / EDC; 4-DMAP / CH₂Cl₂ / 12 h / 25 °C

2.1: 100 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 12 h / 25 °C

3.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 72 percent / tetrahydrofuran; hexane / 12 h / -78 - 25 °C

4.1: 29 percent / Dess-Martin periodinane; H₂O / CH₂Cl₂ / 22 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; water; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja012125p

Reference yield:

: 589-16-2
4-aminoethylbenzene

: 329349-87-3
(E)-Pentadeca-12,14-dienoic acid (4-ethyl-3,6-dioxo-cyclohexa-1,4-dienyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / EDC; 4-DMAP / CH₂Cl₂ / 12 h / 25 °C

2.1: 100 percent / o-iodoxybenzoic acid / dimethylsulfoxide / 12 h / 25 °C

3.1: n-BuLi; HMPA / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 72 percent / tetrahydrofuran; hexane / 12 h / -78 - 25 °C

4.1: 29 percent / Dess-Martin periodinane; H₂O / CH₂Cl₂ / 22 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; water; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja012125p