methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

Base Information

Chemical Name:methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate
CAS No.:862651-04-5
Molecular Formula:C₂₆H₂₇ClO₃
Molecular Weight:422.952
Hs Code.:

Synonyms:methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

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Chemical Property of methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

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Technology Process of methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

There total 3 articles about methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]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: 23.0%

: 862651-06-7
methyl E-3-(3-chloro-4-trifluoromethanesulfonyloxyphenyl)acrylate

: 104224-68-2
2-(1-adamantyl)-4-bromophenol

: 862651-04-5
methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

Guidance literature:: 2-(1-adamantyl)-4-bromophenol; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; bis(pinacol)diborane; In 1,4-dioxane; at 100 ℃; for 2h;

methyl E-3-(3-chloro-4-trifluoromethanesulfonyloxyphenyl)acrylate; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In 1,4-dioxane; at 100 ℃; for 11h;
DOI:10.1021/jm049440h

Reference yield:

: 185527-66-6
methyl E-(3-chloro-4-hydroxyphenyl)acrylate

: 862651-04-5
methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 5 °C

2.1: bis(pinacolate)diboron; KOAc; PdCl₂(dppf) / dioxane / 2 h / 100 °C

2.2: 23 percent / PdCl₂(dppf); aq. Na₂CO₃ / dioxane / 11 h / 100 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine; bis(pinacol)diborane; In 1,4-dioxane; dichloromethane; 2.2: Suzuki coupling;
DOI:10.1021/jm049440h

Reference yield:

: 3964-56-5
4-bromo-2-chlorophenol

: 862651-04-5
methyl E-3-[3’-(adamantan-1-yl)-2-chloro-4’-hydroxybiphenyl-4-yl]acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / Pd(OAc)2; tri-o-tolylphosphine; Et₃N / 4 h / 100 °C

2.1: 92 percent / Et₃N / CH₂Cl₂ / 2 h / 0 - 5 °C

3.1: bis(pinacolate)diboron; KOAc; PdCl₂(dppf) / dioxane / 2 h / 100 °C

3.2: 23 percent / PdCl₂(dppf); aq. Na₂CO₃ / dioxane / 11 h / 100 °C

With palladium diacetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine; tris-(o-tolyl)phosphine; bis(pinacol)diborane; In 1,4-dioxane; dichloromethane; 1.1: Heck reaction / 3.2: Suzuki coupling;
DOI:10.1021/jm049440h