Cyclohexanone, O-[(2E)-3-phenyl-2-propenyl]oxime

Base Information

• Chemical Name: Cyclohexanone, O-[(2E)-3-phenyl-2-propenyl]oxime
• CAS No.: 133609-19-5
• Molecular Formula: C₁₅H₁₉NO
• Molecular Weight: 229.322
• DSSTox Substance ID: DTXSID601238074
• Mol file: 133609-19-5.mol

Synonyms:Cyclohexanone, O-[(2E)-3-phenyl-2-propenyl]oxime;DTXSID601238074;133609-19-5

Chemical Property of Cyclohexanone, O-[(2E)-3-phenyl-2-propenyl]oxime

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 229.146664230
• Heavy Atom Count: 17
• Complexity: 256

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(=NOCC=CC2=CC=CC=C2)CC1
• Isomeric SMILES: C1CCC(=NOC/C=C/C2=CC=CC=C2)CC1

Technology Process of Cyclohexanone, O-[(2E)-3-phenyl-2-propenyl]oxime

There total 2 articles about Cyclohexanone, O-[(2E)-3-phenyl-2-propenyl]oxime 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: 78.0%

cyclohexanone-oxime (100-64-1) + 1-phenyl-2-propenyl acetate (7217-71-2) → cyclohexanone O-(3-phenylprop-2-enyl)oxime (133609-19-5)

Guidance literature:

With diethylzinc; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; at 20 ℃; for 20h;

DOI:10.1021/jo050632+

Reference yield:

cyclohexanone-oxime (100-64-1) + (E)-cinnamyl diethyl phosphate (85669-63-2) → cyclohexanone O-(3-phenylprop-2-enyl)oxime (133609-19-5) + cyclohexanone O-[(S)-1-phenylprop-2-enyl]oxime + cyclohexanone O-[(R)-1-phenylprop-2-enyl]oxime

Guidance literature:

With barium dihydroxide; bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S,S)-2,6-bis(4-phenyl-2-oxazolinyl)pyridine; In dichloromethane; at -20 ℃; for 20h; Title compound not separated from byproducts;

DOI:10.1021/ol047915t

Reference yield:

cyclohexanone O-(3-phenylprop-2-enyl)oxime (133609-19-5) → 2-phenyl-5,6,7,8-tetrahydroquinoline (1570-04-3) + 4-phenyl-5,6,7,8-tetrahydroquinoline

Guidance literature:

With boron trifluoride diethyl etherate; In benzene; at 180 - 190 ℃;

DOI:10.1248/cpb.41.1297

upstream raw materials:

cyclohexanone-oxime

1-phenyl-2-propenyl acetate

(E)-cinnamyl diethyl phosphate

Downstream raw materials:

2-phenyl-5,6,7,8-tetrahydroquinoline