cyclopent-3-en-1-yl(phenyl)methanone

Base Information

• Chemical Name: cyclopent-3-en-1-yl(phenyl)methanone
• CAS No.: 33524-58-2
• Molecular Formula: C₁₂H₁₂O
• Molecular Weight: 172.227
• Mol file: 33524-58-2.mol

Synonyms:cyclopent-3-en-1-yl(phenyl)methanone

Chemical Property of cyclopent-3-en-1-yl(phenyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of cyclopent-3-en-1-yl(phenyl)methanone

There total 5 articles about cyclopent-3-en-1-yl(phenyl)methanone 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: 98.0%

1-phenyl-2-(2-propen-1-yl)-4-penten-1-one (3462-52-0) → cyclopent-3-en-1-yl(phenyl)methanone (33524-58-2)

Guidance literature:

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; at 40 ℃; for 1h; Solvent; Inert atmosphere;

DOI:10.1039/c4ob02480j

Reference yield: 90.0%

phenyllithium (591-51-5) + cyclopent-3-enecarboxylic acid methoxy-methyl-amide (248275-70-9) → cyclopent-3-en-1-yl(phenyl)methanone (33524-58-2)

Guidance literature:

In tetrahydrofuran; dibutyl ether; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.0c01369

Reference yield:

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + cyclopentene (142-29-0) → (cyclopent-1-en-1-yl)(phenyl)methanone (21573-70-6) + cyclopent-2-en-1-yl(phenyl)methanone (64207-12-1) + cyclopent-3-en-1-yl(phenyl)methanone (33524-58-2)

Guidance literature:

With tributyl-amine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In benzene; at 120 ℃; for 20h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00127a035

upstream raw materials:

1-benzoyl-2-vinylcyclopropane

iodobenzene

carbon monoxide

cyclopentene

Downstream raw materials:

cyclopent-2-en-1-yl(phenyl)methanone

(cyclopent-1-en-1-yl)(phenyl)methanone

phenyl cyclopentyl ketone

Refernces

• 1、 Zieliski, Grzegorz Krzysztof,Samojlowicz, Cezary,Wdowik, Tomasz,Grela, Karol. "In tandem or alone: A remarkably selective transfer hydrogenation of alkenes catalyzed by ruthenium olefin metathesis catalysts". supporting information. p. 2684 - 2688. Retrieved 2015/04/14.
• 2、 Satoh, Tetsuya,Itaya, Tomoaki,Okuro, Kazumi,Miura, Masahiro,Nomura, Masakatsu. "Palladium-Catalyzed Cross-Carbonylation of Aryl Iodides with Five-Membered Cyclic Olefins". . p. 7267 - 7271. Retrieved 2007/10/03.