(Z)-N-(4-phenylbut-3-enyl)phthalimide

Base Information

• Chemical Name: (Z)-N-(4-phenylbut-3-enyl)phthalimide
• CAS No.: 74591-93-8
• Molecular Formula: C₁₈H₁₅NO₂
• Molecular Weight: 277.323
• Mol file: 74591-93-8.mol

Synonyms:(Z)-N-(4-phenylbut-3-enyl)phthalimide

Chemical Property of (Z)-N-(4-phenylbut-3-enyl)phthalimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (Z)-N-(4-phenylbut-3-enyl)phthalimide

There total 3 articles about (Z)-N-(4-phenylbut-3-enyl)phthalimide 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: 77.0%

[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-triphenyl-phosphonium bromide (7743-29-5) + benzaldehyde (100-52-7) → (Z)-N-(4-phenylbut-3-enyl)phthalimide (74591-93-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 60h; Heating;

DOI:10.1021/ol025659j

Reference yield:

[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-triphenyl-phosphonium bromide (7743-29-5) + benzaldehyde (100-52-7) → (Z)-N-(4-phenylbut-3-enyl)phthalimide (74591-93-8) + (E)-2-(4-phenylbut-3-en-1-yl)isoindoline-1,3-dione (74592-04-4)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; In toluene; for 10h; optical yield given as %de; Reflux; Inert atmosphere;

DOI:10.1080/00397910802369596

Reference yield:

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) → (Z)-N-(4-phenylbut-3-enyl)phthalimide (74591-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / xylene / 44 h / Heating

2: 59 percent / Potassium tert-butoxide / tetrahydrofuran

With potassium tert-butylate; In tetrahydrofuran; xylene;

DOI:10.1021/jo01308a022

upstream raw materials:

[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-propyl]-triphenyl-phosphonium bromide

benzaldehyde

2-(3-bromopropyl)isoindole-1,3-dione

Refernces

• 1、 Schlummer, Bjoern,Hartwig, John F. "Bronsted acid-catalyzed intramolecular hydroamination of protected alkenylamines. Synthesis of pyrrolidines and piperidines.". . p. 1471 - 1474. Retrieved 2007/10/03.