2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

Base Information

Chemical Name:2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile
CAS No.:943141-68-2
Molecular Formula:C₃₃H₂₉ClN₂O
Molecular Weight:505.059
Hs Code.:

Synonyms:2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

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Chemical Property of 2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

Chemical Property:

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Technology Process of 2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

There total 8 articles about 2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile 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: 70.0%

: 943141-66-0
4-[3'-(1-adamantyl)-4'-benzyloxyphenyl]-3-chlorobenzaldehyde

: 109-77-3
malononitrile

: 943141-68-2
2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

Guidance literature:: In N,N-dimethyl-formamide; for 7h; Heating;
DOI:10.1021/jm0613323

Reference yield:

: 736992-49-7
2-(1-adamantyl)-1-benzyloxy-4-bromobenzene

: 943141-68-2
2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tri(isopropyl)borate / tetrahydrofuran; hexane / -78 - 20 °C

1.3: 89 percent / aq. HCl / tetrahydrofuran; hexane

2.1: 78 percent / LiCl; aq. Na₂CO₃ / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 24 h / Heating

3.1: 70 percent / dimethylformamide / 7 h / Heating

With n-butyllithium; sodium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; N,N-dimethyl-formamide; 2.1: Suzuki-Miyaura coupling / 3.1: Knoevenagel condensation;
DOI:10.1021/jm0613323

Reference yield:

: 106-41-2
4-bromo-phenol

: 943141-68-2
2-{[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-4-biphenyl]methylene}propanedinitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: conc. sulfuric acid / CH₂Cl₂

2.1: K₂CO₃ / acetone / Heating

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C

3.2: tri(isopropyl)borate / tetrahydrofuran; hexane / -78 - 20 °C

3.3: 89 percent / aq. HCl / tetrahydrofuran; hexane

4.1: 78 percent / LiCl; aq. Na₂CO₃ / tetrakis(triphenylphosphine)palladium / 1,2-dimethoxy-ethane / 24 h / Heating

5.1: 70 percent / dimethylformamide / 7 h / Heating

With n-butyllithium; sodium carbonate; potassium carbonate; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: Friedel-Crafts alkylation / 4.1: Suzuki-Miyaura coupling / 5.1: Knoevenagel condensation;
DOI:10.1021/jm0613323