N-(hept-6-enyl)phthalimide

Base Information

• Chemical Name: N-(hept-6-enyl)phthalimide
• CAS No.: 923604-74-4
• Molecular Formula: C15H17NO2
• Molecular Weight: 243.305
• DSSTox Substance ID: DTXSID00692863
• Wikidata: Q82621898
• Mol file: 923604-74-4.mol

Synonyms:N-(hept-6-enyl)phthalimide;923604-74-4;1H-Isoindole-1,3(2H)-dione, 2-(6-hepten-1-yl)-;2-hept-6-enylisoindole-1,3-dione;SCHEMBL997571;DTXSID00692863;QSKKXENHRGBDRY-UHFFFAOYSA-N;A1-19540;2-(Hept-6-en-1-yl)-1H-isoindole-1,3(2H)-dione

Chemical Property of N-(hept-6-enyl)phthalimide

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCCCCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of N-(hept-6-enyl)phthalimide

There total 1 articles about N-(hept-6-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: 97.0%

7-bromo-hept-1-ene (4117-09-3) + potassium phtalimide (1074-82-4) → 2-(6-hepten-1-yl)-1H-isoindole-1,3(2H)-dione (923604-74-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; In benzene; at 95 ℃; for 24h;

DOI:10.1021/ol1011955

Reference yield:

2-(6-hepten-1-yl)-1H-isoindole-1,3(2H)-dione (923604-74-4) → 2-(8-oxo-8-phenyloctyl)isoindoline-1,3-dione

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 15 h / 20 °C

2: (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate / tetrahydrofuran / 15 h / 65 °C / Schlenk technique; Inert atmosphere

With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate; In tetrahydrofuran; 2: |Suzuki-Miyaura Coupling;

DOI:10.1021/acs.orglett.8b02911

Reference yield:

2-(6-hepten-1-yl)-1H-isoindole-1,3(2H)-dione (923604-74-4) → C27H29NO3 + 4-methyl-4-phenyl-5-(6-phthalimidohexyl)-2-cyclohexen-1-one

Guidance literature:

Multi-step reaction with 2 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 36 h / 45 °C

2: dodecyl (R)-4-(N-prolylsulfamoyl)benzoate / 1,2-dichloro-ethane / 20 °C / Molecular sieve

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dodecyl (R)-4-(N-prolylsulfamoyl)benzoate; In dichloromethane; 1,2-dichloro-ethane; 2: Yamada-Otani condensation;

DOI:10.1039/c2ob25400j

upstream raw materials:

7-bromo-hept-1-ene

potassium phtalimide