ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

Base Information

Chemical Name:ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate
CAS No.:1352042-60-4
Molecular Formula:C₂₈H₂₉F₃O₃
Molecular Weight:470.532
Hs Code.:

Synonyms:ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

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Chemical Property of ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

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Technology Process of ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

There total 4 articles about ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate 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: 93.0%

: 1352042-55-7
ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-(trifluoromethyl)cinnamate

: 1352042-60-4
ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

Guidance literature:: ethyl (E)-4-[3-(1-adamantyl)-4-benzyloxyphenyl]-3-(trifluoromethyl)cinnamate; With boron tribromide; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;

With water; In dichloromethane; Inert atmosphere;
DOI:10.1021/jm2011436

Reference yield:

: 1352042-48-8
ethyl (E)-4-bromo-3-(trifluoromethyl)cinnamate

: 1352042-60-4
ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 18 h / Reflux; Inert atmosphere

2.1: boron tribromide / dichloromethane / 2 h / -78 °C / Inert atmosphere

2.2: Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; sodium carbonate; In 1,2-dimethoxyethane; dichloromethane; 1.1: Suzuki-Miyaura coupling;
DOI:10.1021/jm2011436

Reference yield:

: 393-36-2
4-bromo-3-(trifluoromethyl)aniline

: 1352042-60-4
ethyl (E)-4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-(trifluoromethyl)cinnamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid; sodium nitrite / water / 0.97 h / 0 - 5 °C

1.2: 2.3 h / 0 - 100 °C

2.1: palladium diacetate; triethylamine; tris-(o-tolyl)phosphine / 3 h / 115 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / 1,2-dimethoxyethane / 18 h / Reflux; Inert atmosphere

4.1: boron tribromide / dichloromethane / 2 h / -78 °C / Inert atmosphere

4.2: Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; palladium diacetate; boron tribromide; sodium carbonate; triethylamine; tris-(o-tolyl)phosphine; sodium nitrite; In 1,2-dimethoxyethane; dichloromethane; water; 2.1: Mizoroki-Heck reaction / 3.1: Suzuki-Miyaura coupling;
DOI:10.1021/jm2011436