Technology Process of (5Z,8Z,10E)-benzyl 11-phenylundeca-5,8,10-trienoate
There total 8 articles about (5Z,8Z,10E)-benzyl 11-phenylundeca-5,8,10-trienoate 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:
- Guidance literature:
-
(Z)-(8-(benzyloxy)-8-oxooct-3-enyl)triphenylphosphonium iodide;
With
methyllithium;
In
tetrahydrofuran;
at -78 - -25 ℃;
for 0.583333h;
Inert atmosphere;
(E)-3-phenylpropenal;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; toluene;
at -78 - -10 ℃;
for 2.1h;
Inert atmosphere;
DOI:10.1016/j.tetlet.2012.06.052
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydroxide / water / 70 °C
1.2: 60 °C
2.1: sodium acetate; pyridinium chlorochromate / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -30 - 20 °C / Inert atmosphere
3.2: 3 h / -30 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
5.1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
6.1: acetonitrile / 20 h / Reflux; Inert atmosphere
7.1: methyllithium / tetrahydrofuran / 0.58 h / -78 - -25 °C / Inert atmosphere
7.2: 2.1 h / -78 - -10 °C / Inert atmosphere
With
1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; methyllithium; iodine; sodium acetate; triphenylphosphine; pyridinium chlorochromate; sodium hydroxide;
In
tetrahydrofuran; hexane; water; acetonitrile;
3.1: Wittig reaction / 3.2: Wittig reaction / 7.1: Wittig reaction / 7.2: Wittig reaction;
DOI:10.1016/j.tetlet.2012.06.052
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydroxide / water / 70 °C
1.2: 60 °C
2.1: sodium acetate; pyridinium chlorochromate / Inert atmosphere
3.1: n-butyllithium / tetrahydrofuran; hexane / 0.17 h / -30 - 20 °C / Inert atmosphere
3.2: 3 h / -30 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere
5.1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere
6.1: acetonitrile / 20 h / Reflux; Inert atmosphere
7.1: methyllithium / tetrahydrofuran / 0.58 h / -78 - -25 °C / Inert atmosphere
7.2: 2.1 h / -78 - -10 °C / Inert atmosphere
With
1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; methyllithium; iodine; sodium acetate; triphenylphosphine; pyridinium chlorochromate; sodium hydroxide;
In
tetrahydrofuran; hexane; water; acetonitrile;
3.1: Wittig reaction / 3.2: Wittig reaction / 7.1: Wittig reaction / 7.2: Wittig reaction;
DOI:10.1016/j.tetlet.2012.06.052
