2-Propen-1-one, 1-phenyl-3-(1-piperidinyl)-

Base Information

• Chemical Name: 2-Propen-1-one, 1-phenyl-3-(1-piperidinyl)-
• CAS No.: 4452-12-4
• Molecular Formula: C14H17NO
• Molecular Weight: 215.295
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90372728
• Mol file: 4452-12-4.mol

Synonyms:2-Propen-1-one, 1-phenyl-3-(1-piperidinyl)-;1-phenyl-3-piperidin-1-ylprop-2-en-1-one;4452-12-4;phenyl 2-piperidinovinyl ketone;SCHEMBL6280287;DTXSID90372728;1-Phenyl-3-piperidin-1-yl-propenone

Chemical Property of 2-Propen-1-one, 1-phenyl-3-(1-piperidinyl)-

Chemical Property:

• PSA: 20.31000
• LogP: 2.80680
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 215.131014166
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(CC1)C=CC(=O)C2=CC=CC=C2

Technology Process of 2-Propen-1-one, 1-phenyl-3-(1-piperidinyl)-

There total 10 articles about 2-Propen-1-one, 1-phenyl-3-(1-piperidinyl)- 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: 95.0%

piperidine (110-89-4) + (E)-3-(diisopropylamino)-1-phenylprop-2-en-1-one (70485-98-2) → 1-phenyl-3-(piperidin-1-yl)prop-2-en-1-one (4452-12-4)

Guidance literature:

at 80 ℃; for 4h;

DOI:10.1002/anie.201301019

Reference yield: 75.0%

C12H22N3(1+)*Cl(1-) + acetophenone (98-86-2) → 1-phenyl-3-(piperidin-1-yl)prop-2-en-1-one (4452-12-4)

Guidance literature:

acetophenone; With lithium tert-butoxide; In tetrahydrofuran; at 23 ℃; for 0.5h; Inert atmosphere; Sealed tube;

C₁₂H₂₂N₃⁽¹⁺⁾*Cl^(1-); In tetrahydrofuran; at 65 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2017.03.092

Reference yield: 68.0%

Piperidineformaldehyde diethylacetal (51752-63-7) + acetophenone (98-86-2) → 1-phenyl-3-(piperidin-1-yl)prop-2-en-1-one (4452-12-4)

Guidance literature:

In ethanol; Heating;

DOI:10.1055/s-1994-25463

upstream raw materials:

piperidine

(E)-3-methoxy-1-phenylprop-2-en-1-one

1-Phenyl-3-p-toluolsulfonyl-propen-⁽²⁾-on-⁽¹⁾

trimethyl-(3-oxo-3-phenyl-propenyl)-ammonium; chloride

Downstream raw materials:

5-benzoyl-2-phenyl-6-piperidin-1-yl-5,6-dihydro-[1,3]thiazin-4-one

5-benzoyl-2-phenyl-[1,3]thiazin-4-one

1-phenyl-3-piperidino-2-propene-1-thione

6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile

Refernces

• 1、 Schuppe, Alexander W.,Cabrera, James M.,McGeoch, Catherine L.B.,Newhouse, Timothy R.. "Scalable synthesis of enaminones utilizing Gold's reagents". . p. 3643 - 3651. Retrieved 2017/06/13.
• 2、 Rahm,Maas. "Synthesis of propyne iminium triflates by vacuum thermolysis of 3- trifloxypropene iminium triflates: Scope and some limitations". . p. 295 - 299. Retrieved 2007/10/02.