1,3-dioxoisoindolin-2-yl cinnamate

Base Information

• Chemical Name: 1,3-dioxoisoindolin-2-yl cinnamate
• CAS No.: 14764-20-6
• Molecular Formula: C₁₇H₁₁NO₄
• Molecular Weight: 293.279
• Mol file: 14764-20-6.mol

Synonyms:1,3-dioxoisoindolin-2-yl cinnamate

Chemical Property of 1,3-dioxoisoindolin-2-yl cinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-dioxoisoindolin-2-yl cinnamate

There total 2 articles about 1,3-dioxoisoindolin-2-yl cinnamate 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: 78.0%

N-hydroxyphthalimide (524-38-9) + 3-phenyl-propenal (104-55-2) → 1,3-dioxoisoindolin-2-yl cinnamate (14764-20-6)

Guidance literature:

With [bis(acetoxy)iodo]benzene; copper; Selectfluor; In water; at 20 ℃;

DOI:10.1055/s-0036-1588760

Reference yield: 29.0%

N-hydroxyphthalimide (524-38-9) + 3-Phenylpropenol (104-54-1) → 1,3-dioxoisoindolin-2-yl cinnamate (14764-20-6)

Guidance literature:

With tert.-butylhydroperoxide; oxygen; In acetonitrile; at 20 ℃; for 24h; Irradiation; Sealed tube;

DOI:10.1002/asia.201900878

Reference yield:

1,3-dioxoisoindolin-2-yl cinnamate (14764-20-6) + 2-amino-benzenethiol (137-07-5) → (R)-5-(2-(dimethylamino)ethyl)-2-phenyl-2,3-dihydrobenzo[b][1,4] thiazepin-4(5H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: C₁₇H₂₄N₃O⁽¹⁺⁾*BF₄^(1-); sodium acetate / toluene / 36 h / 20 °C / Inert atmosphere; Molecular sieve

2: potassium carbonate / ethyl acetate; water / 12 h / Inert atmosphere; Reflux

With C₁₇H₂₄N₃O⁽¹⁺⁾*BF₄^(1-); sodium acetate; potassium carbonate; In water; ethyl acetate; toluene;

DOI:10.1021/acs.orglett.7b01457

upstream raw materials:

N-hydroxyphthalimide

3-phenyl-propenal

3-Phenylpropenol

Downstream raw materials:

3-(3-phenyl-acryloyl)-3,4-dihydro-1H-benzo[d][1,2]oxazine