(3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

Base Information

• Chemical Name: (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione
• CAS No.: 1617526-39-2
• Molecular Formula: C₂₄H₁₃Br₂F₂NO₂
• Molecular Weight: 545.178
• Mol file: 1617526-39-2.mol

Synonyms:(3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

Chemical Property of (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

There total 4 articles about (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione 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-(2,6-difluorophenyl)pyrrole-2,5-dione + 9,10-Dibromoanthracene (523-27-3) → (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione (1617526-39-2)

Guidance literature:

With aluminum (III) chloride; In chloroform; at 20 ℃; for 1h; Reagent/catalyst; stereoselective reaction;

DOI:10.1021/acs.orglett.5b02487

Reference yield:

1-(2,6-difluorophenyl)pyrrole-2,5-dione + 9,10-Dibromoanthracene (523-27-3) → (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione (1617526-39-2) + C24H13Br2F2NO2

Guidance literature:

at 110 ℃; for 120h;

DOI:10.1021/acs.orglett.5b02487

Reference yield:

C10H7F2NO3 (658072-12-9) → (3aR)-5,10-dibromo-2-(2,6-difluorophenyl)-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione (1617526-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride; sodium acetate / 90 °C

2: 120 h / 110 °C

With sodium acetate; acetic anhydride; 2: |Diels-Alder Cycloaddition;

DOI:10.1039/c4ob01052c

upstream raw materials:

9,10-Dibromoanthracene

C₁₀H₇F₂NO₃