1H-Isoindole-1,3(2H)-dione, 2-(4-oxo-2-pentenyl)-, (E)-

Base Information

• Chemical Name: 1H-Isoindole-1,3(2H)-dione, 2-(4-oxo-2-pentenyl)-, (E)-
• CAS No.: 160072-66-2
• Molecular Formula: C13H11NO3
• Molecular Weight: 229.235
• Mol file: 160072-66-2.mol

Synonyms:

Chemical Property of 1H-Isoindole-1,3(2H)-dione, 2-(4-oxo-2-pentenyl)-, (E)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Isoindole-1,3(2H)-dione, 2-(4-oxo-2-pentenyl)-, (E)-

There total 1 articles about 1H-Isoindole-1,3(2H)-dione, 2-(4-oxo-2-pentenyl)-, (E)- 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:

phthalic anhydride (85-44-9) → (E)-2-(4-oxopent-2-en-1-yl)isoindoline-1,3-dione (160072-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / toluene / 4 h / 110 °C / Inert atmosphere; Dean-Stark

2: dicyclohexylboron chloride; Hoveyda-Grubbs catalyst second generation / toluene / 2.5 h / 80 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; dicyclohexylboron chloride; triethylamine; In toluene;

DOI:10.1021/acs.orglett.9b02406

Reference yield:

(E)-2-(4-oxopent-2-en-1-yl)isoindoline-1,3-dione (160072-66-2) → (E)-2-(3-(2-(bromomethyl)-4-(2-nitrophenyl)-1,3-dioxolan-2-yl)allyl)isoindoline-1,3-dione

Guidance literature:

Multi-step reaction with 2 steps

1.1: trimethylsilyl trifluoromethanesulfonate; triethylamine / toluene / 3 h / 20 °C / Inert atmosphere; Cooling with ice

1.2: 3 h / Cooling with ice; Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 4 h / 80 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; In toluene;

DOI:10.1021/acs.orglett.9b02406

Reference yield:

(E)-2-(4-oxopent-2-en-1-yl)isoindoline-1,3-dione (160072-66-2) → (E)-3-(2-(bromomethyl)-4-(2-nitrophenyl)-1,3-dioxolan-2-yl)prop-2-en-1-amine

Guidance literature:

Multi-step reaction with 3 steps

1.1: trimethylsilyl trifluoromethanesulfonate; triethylamine / toluene / 3 h / 20 °C / Inert atmosphere; Cooling with ice

1.2: 3 h / Cooling with ice; Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 4 h / 80 °C / Inert atmosphere

3.1: methylhydrazine / methanol / 40 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; methylhydrazine; In methanol; toluene;

DOI:10.1021/acs.orglett.9b02406

upstream raw materials:

phthalic anhydride