(Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

Base Information

Chemical Name:(Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate
CAS No.:1206726-31-9
Molecular Formula:C₂₂H₂₀F₃NO₃
Molecular Weight:403.401
Hs Code.:

Synonyms:(Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

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Chemical Property of (Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

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Technology Process of (Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

There total 5 articles about (Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate 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:

: 182187-43-5
2-benzyl-1H-indole-5-carbaldehyde

: ethyl 2-(diethoxyphosphoryl)-2-(2,2,2-trifluoroethoxy)acetate

: 1206726-36-4
(E)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

: 1206726-31-9
(Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

Guidance literature:: ethyl 2-(diethoxyphosphoryl)-2-(2,2,2-trifluoroethoxy)acetate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.683333h; Inert atmosphere; Molecular sieve;

2-benzyl-1H-indole-5-carbaldehyde; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere; Molecular sieve; Cooling with ice;

Reference yield:

: 15861-24-2,142396-06-3
1H-indole-5-carbonitrile

: 1206726-36-4
(E)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

: 1206726-31-9
(Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / water; toluene / 25 h / 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; pentane / 0.92 h / -78 °C / Inert atmosphere

2.2: 15.8 h / -78 - 20 °C / Inert atmosphere

3.1: sodium hydroxide / methanol / 18 h / 110 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.42 h / 0 °C / Inert atmosphere

5.2: 25.5 h / 0 °C / Inert atmosphere

With tetrabutylammomium bromide; sodium hydride; diisobutylaluminium hydride; sodium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; mineral oil; pentane;
DOI:10.1039/c0ob00146e

Reference yield:

: 179748-04-0
2-benzyl-1H-indole-5-carbonitrile

: 1206726-36-4
(E)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

: 1206726-31-9
(Z)-ethyl 3-(2-benzyl-1H-indol-5-yl)-2-(2,2,2-trifluoroethoxy)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.42 h / 0 °C / Inert atmosphere

2.2: 25.5 h / 0 °C / Inert atmosphere

With sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1039/c0ob00146e