3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one

Base Information

• Chemical Name: 3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one
• CAS No.: 484049-68-5
• Molecular Formula: C₂₃H₂₇NO
• Molecular Weight: 333.473
• DSSTox Substance ID: DTXSID301153011
• Mol file: 484049-68-5.mol

Synonyms:5,5,6-trimethyl-3-[phenyl(phenylamino)methyl]bicyclo[2.2.1]heptan-2-one;Oprea1_510406;DTXSID301153011;3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one;STK764831;AKOS001747242;EU-0052822;SR-01000533287;SR-01000533287-1;3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one #;5,5,6-Trimethyl-3-(phenyl-phenylamino-methyl)-bicyclo[2.2.1]heptan-2-one;484049-68-5

Chemical Property of 3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 333.209264485
• Heavy Atom Count: 25
• Complexity: 486

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CC(C1(C)C)C(C2=O)C(C3=CC=CC=C3)NC4=CC=CC=C4

Technology Process of 3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one

There total 1 articles about 3-[Anilino(phenyl)methyl]-5,5,6-trimethylbicyclo[2.2.1]heptan-2-one 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: 90.0%

5,5,6-trimethylbicyclo[2.2.1]heptan-2-one (3292-05-5) + benzylidene phenylamine (538-51-2) → 1-(5',5',6'-trimethyl-2'-oxobicyclo[2.2.1]hept-3'-yl)-1-phenylmethylamine (484049-68-5)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.0833333h; Heating;

DOI:10.1023/A:1025648821889

Reference yield: 87.0%

3-methyl-3-tert-pentylperoxy-1-butyne (96183-68-5) + 1-(5',5',6'-trimethyl-2'-oxobicyclo[2.2.1]hept-3'-yl)-1-phenylmethylamine (484049-68-5) → (1R,2S,3R,4R,6S)-2-[3-(1,1-Dimethyl-propylperoxy)-3-methyl-but-1-ynyl]-5,5,6-trimethyl-3-(phenyl-phenylamino-methyl)-bicyclo[2.2.1]heptan-2-ol

Guidance literature:

3-methyl-3-tert-pentylperoxy-1-butyne; With n-butyllithium; In diethyl ether; hexane; for 1.5h; cooling;

1-(5',5',6'-trimethyl-2'-oxobicyclo[2.2.1]hept-3'-yl)-1-phenylmethylamine; In diethyl ether; hexane;

DOI:10.1023/A:1025648821889

Reference yield: 61.0%

3-methyl-3-tert-butylperoxy-1-butyne (52258-96-5) + methyl iodide (74-88-4) + 1-(5',5',6'-trimethyl-2'-oxobicyclo[2.2.1]hept-3'-yl)-1-phenylmethylamine (484049-68-5) → {[(1R,2R,3S,4R,5S)-3-(3-tert-Butylperoxy-3-methyl-but-1-ynyl)-3-methoxy-5,6,6-trimethyl-bicyclo[2.2.1]hept-2-yl]-phenyl-methyl}-phenyl-amine

Guidance literature:

3-methyl-3-tert-butylperoxy-1-butyne; With n-butyllithium; In diethyl ether; hexane; for 1.5h; cooling;

1-(5',5',6'-trimethyl-2'-oxobicyclo[2.2.1]hept-3'-yl)-1-phenylmethylamine; In diethyl ether; hexane;

methyl iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; for 18h;

DOI:10.1023/A:1025648821889

upstream raw materials:

5,5,6-trimethylbicyclo[2.2.1]heptan-2-one

benzylidene phenylamine