N-[(E)-3-Oxo-4,4,4-trifluoro-1-butenyl]phthalimide

Base Information

• Chemical Name: N-[(E)-3-Oxo-4,4,4-trifluoro-1-butenyl]phthalimide
• CAS No.: 120417-46-1
• Molecular Formula: C₁₂H₆F₃NO₃
• Molecular Weight: 269.18
• DSSTox Substance ID: DTXSID701154316
• Nikkaji Number: J2.714.626K
• Mol file: 120417-46-1.mol

Synonyms:120417-46-1;DTXSID701154316;N-[(E)-3-Oxo-4,4,4-trifluoro-1-butenyl]phthalimide;2-[(1E)-4,4,4-Trifluoro-3-oxo-1-buten-1-yl]-1H-isoindole-1,3(2H)-dione

Chemical Property of N-[(E)-3-Oxo-4,4,4-trifluoro-1-butenyl]phthalimide

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 269.02997754
• Heavy Atom Count: 19
• Complexity: 432

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)C=CC(=O)C(F)(F)F
• Isomeric SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)/C=C/C(=O)C(F)(F)F

Technology Process of N-[(E)-3-Oxo-4,4,4-trifluoro-1-butenyl]phthalimide

There total 1 articles about N-[(E)-3-Oxo-4,4,4-trifluoro-1-butenyl]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: 73.0%

4-amino-1,1,1-trifluoro-3-buten-2-one (120417-45-0,184848-89-3) + Phthaloyl dichloride (88-95-9) → 1,1,1-trifluoro-4-phthalimido-3-buten-2-one (120417-46-1)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield: 54.0%

1,5-dibenzyloxy-2-vinylnaphthalene (1138334-67-4) + 2-((E)-4,4,4-Trifluoro-3-oxo-but-1-enyl)-isoindole-1,3-dione (120417-46-1) → (4S*,6S*)-2-trifluoromethyl-5,6-dihydro-6-(1',5'-dibenzyloxy-naphtalen-2'-yl)-4-phthalimido-4H-pyrane

Guidance literature:

With tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); In dichloromethane; at 50 ℃; for 72h; under 9000900 Torr; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol900285w

upstream raw materials:

4-amino-1,1,1-trifluoro-3-buten-2-one

Phthaloyl dichloride