(3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

Base Information

Chemical Name:(3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one
CAS No.:1311273-53-6
Molecular Formula:C₂₅H₂₂O
Molecular Weight:338.449
Hs Code.:

Synonyms:(3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

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Chemical Property of (3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

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Technology Process of (3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

There total 5 articles about (3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one 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: 62.0%

: 1311273-29-6
(Z)-2-(2-benzylidene-4-cyclopropyl-1-phenylbut-3-ynyl)-5-methylfuran

: 1311273-53-6
(3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

Guidance literature:: With (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate; In tetrahydrofuran; at 20 ℃; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo2004023

Reference yield:

: 33603-90-6
(2Z)-2-bromo-3-phenyl-2-propenal

: 1311273-53-6
(3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

2: tetrahydrofuran; dibutyl ether / -78 - 20 °C / Inert atmosphere

3: boron trifluoride diethyl etherate / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

4: (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate / tetrahydrofuran / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; (triphenylphosphine)gold(I) chloride; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; triethylamine; In tetrahydrofuran; dichloromethane; dibutyl ether; 3: Friedel Crafts alkylation;
DOI:10.1021/jo2004023

Reference yield:

: 1311273-10-5
(E)-2-benzylidene-4-cyclopropylbut-3-ynal

: 1311273-53-6
(3Z)-4-((E)-3-benzylidene-5-cyclopropyl-2-phenylcyclopenta-1,4-dienyl)but-3-en-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: tetrahydrofuran; dibutyl ether / -78 - 20 °C / Inert atmosphere

2: boron trifluoride diethyl etherate / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

3: (triphenylphosphine)gold(I) chloride; silver trifluoromethanesulfonate / tetrahydrofuran / 20 °C / Inert atmosphere

With (triphenylphosphine)gold(I) chloride; boron trifluoride diethyl etherate; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane; dibutyl ether; 2: Friedel Crafts alkylation;
DOI:10.1021/jo2004023