3-Piperidinopropiophenone

Base Information

• Chemical Name: 3-Piperidinopropiophenone
• CAS No.: 73-63-2
• Molecular Formula: C14H19NO
• Molecular Weight: 217.311
• Hs Code.: 2933399090
• European Community (EC) Number: 635-445-5
• NSC Number: 5755
• UNII: XFA6RU9GWY
• DSSTox Substance ID: DTXSID60223273
• Nikkaji Number: J29.198F
• Wikidata: Q27293820
• ChEMBL ID: CHEMBL1616357
• Mol file: 73-63-2.mol

Synonyms:73-63-2;3-Piperidinopropiophenone;1-phenyl-3-(piperidin-1-yl)propan-1-one;1-phenyl-3-piperidin-1-ylpropan-1-one;beta-Piperidinopropiophenone;Piperidine, 1-(2-benzoylethyl)-;1-Propanone, 1-phenyl-3-(1-piperidinyl)-;Propiophenone, 3-piperidino-;.beta.-Piperidinopropiophenone;N-(.beta.-Benzoylethyl)piperidine;UNII-XFA6RU9GWY;XFA6RU9GWY;NSC 5755;N-(beta-Benzoylethyl)piperidine;NA 65;NSC-5755;1-phenyl-3-(1-piperidyl)propan-1-one;3-Piperidinopropiophenon;1-Phenyl-3-piperidin-1-yl-propan-1-one;CBMicro_016794;Oprea1_473994;Oprea1_876854;beta-1-Piperidylpropiophenone;SCHEMBL5356971;CHEMBL1616357;DTXSID60223273;NSC5755;HMS1680G22;NA-65;STK700138;AKOS000666665;1-Phenyl-3-(1-piperidinyl)-1-propanone;3-PIPERIDINO-1-PHENYLPROPAN-1-ONE;1-Propanone, 1-phenyl-3-(1-piperidyl)-;1-Phenyl-3-(1-piperidinyl)-1-propanone #;FT-0646512;A26897;EN300-221857;A837881;1-Propanone, 1-phenyl-3-(1-piperidinyl)- (9CI);Q27293820;TRIHEXYPHENIDYL HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Chemical Property of 3-Piperidinopropiophenone

Chemical Property:

• Melting Point: 192-193 °C
• Boiling Point: 345.4 °C at 760 mmHg
• PKA: 8.78±0.10(Predicted)
• Flash Point: 127.1 °C
• PSA: 20.31000
• Density: 1.029 g/cm³
• LogP: 2.68320
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 217.146664230
• Heavy Atom Count: 16
• Complexity: 215

Purity/Quality:

99.9% ^*data from raw suppliers

3-Piperidinopropiophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(CC1)CCC(=O)C2=CC=CC=C2
• Uses: 3-Piperidinopropiophenone is used in the synthesis of semicarbazones of acetophenone which possesses anti-convulsant activity. Also, it is an intermediate used in the synthesis of Cycrimine Hydrochloride (C991450), which is a cholinolytic anti-Parkinson drug which can cause neuromuscular blockades in isolated rat diaphragms.

Technology Process of 3-Piperidinopropiophenone

There total 22 articles about 3-Piperidinopropiophenone 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: 96.0%

piperidine (110-89-4) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + acetophenone (98-86-2) → 1-phenyl-3-(piperidin-1-yl)propan-1-one (73-63-2)

Guidance literature:

With C₇H₁₃N₂O₃S⁽¹⁺⁾*C₁₀H₁₅O₄S^(1-); at 25 ℃; for 0.5h;

DOI:10.1016/j.molliq.2020.114370

Reference yield: 95.0%

morpholine (110-91-8,99108-56-2) + N-methoxy-N-methylbenzamide (6919-61-5) + vinyl magnesium bromide (1826-67-1) → 1-phenyl-3-(piperidin-1-yl)propan-1-one (73-63-2)

Guidance literature:

N-methoxy-N-methylbenzamide; vinyl magnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 1.16667h;

morpholine; In tetrahydrofuran; water; at 20 ℃; for 0.333333h; Further stages.;

DOI:10.1021/jo0057497

Reference yield: 86.0%

piperidine (110-89-4) + dichloromethane (75-09-2) + acetophenone (98-86-2) → 1-phenyl-3-(piperidin-1-yl)propan-1-one (73-63-2)

Guidance literature:

In methanol; at 40 ℃; for 24h; under 6000480 Torr;

upstream raw materials:

piperidine

formaldehyd

3-oxo-3-phenylpropionic acid

3-bromo-1-phenylpropan-1-one

Downstream raw materials:

2-phenyloctahydropyrido[2,1-b][1,3]oxazine

1-(3-cyclohexyl-3-phenyl-propyl)-piperidine

1-(3ξ-cyclohexyl-3ξ-phenyl-allyl)-piperidine

1,3-diphenyl-4,5-dihydro-1H-pyrazole

Refernces

• 1、 Kucukoglu,Gul,Sakagami. "Evaluation of Cytotoxic Properties of N,N'-bis[(1-aryl-3-heteroaryl)propylidene]-hydrazine dihydrochlorides". . p. 784 - 787. Retrieved 2020/11/23.
• 2、 Rossino, Giacomo,Raimondi, Maria Valeria,Rui, Marta,Di Giacomo, Marcello,Rossi, Daniela,Collina, Simona. "PEG 400/cerium ammonium nitrate combined with microwave-assisted synthesis for rapid access to beta-amino ketones. an easy-to-use protocol for discovering new hit compounds". . . Retrieved 2018/04/06.