(S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

Base Information

Chemical Name:(S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate
CAS No.:1638220-75-3
Molecular Formula:C₁₉H₂₁F₃O₂
Molecular Weight:338.37
Hs Code.:

Synonyms:(S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

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Chemical Property of (S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

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Technology Process of (S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

There total 16 articles about (S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate 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: 90.0%

: 402-43-7
p-trifluoromethylphenyl bromide

: 1492056-95-7
(S,2E,6E)-ethyl 7-iodo-5-methyl-5-vinylhepta-2,6-dienoate

: 1638220-75-3
(S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

Guidance literature:: p-trifluoromethylphenyl bromide; With n-butyllithium; zinc(II) chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1.25h; Inert atmosphere;

(S,2E,6E)-ethyl 7-iodo-5-methyl-5-vinylhepta-2,6-dienoate; With palladium diacetate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
DOI:10.3390/molecules19022213

Reference yield: 90.0%

: 1638220-75-3
(S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; at -78 - 20 ℃; for 1h; Further stages; Inert atmosphere;

Reference yield:

: 35660-94-7
(E)-2-methylbut-2-enoyl chloride

: 1638220-75-3
(S,2E,6E)-ethyl 5-methyl-7-(4-(trifluoromethyl)phenyl)-5-vinylhepta-2,6-dienoate

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran / Inert atmosphere

2.1: sodium hexamethyldisilazane / 1.5 h / -78 °C / Inert atmosphere

2.2: 6 h / -50 °C

3.1: lithium borohydride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

4.1: 1H-imidazole / dichloromethane / 3 h / 20 °C / Inert atmosphere

5.1: diisobutylaluminium hydride / dichloromethane / 2 h / -78 °C / Inert atmosphere

6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

7.1: toluene / 2 h / Inert atmosphere; Reflux

8.1: hydrogenchloride / ethanol / 7 h / 0 °C / Inert atmosphere

9.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 5 h / 20 °C / Inert atmosphere

10.1: chromium dichloride / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

11.1: n-butyllithium; zinc(II) chloride / tetrahydrofuran / 1.25 h / -78 - 20 °C / Inert atmosphere

11.2: 20 °C / Inert atmosphere

With 1H-imidazole; chromium dichloride; hydrogenchloride; lithium borohydride; n-butyllithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; zinc(II) chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; toluene; 7.1: |Wittig Olefination / 10.1: |Takai-Utimoto Olefination;
DOI:10.3390/molecules19022213