1-Acetyl-4-piperidone

Base Information

• Chemical Name: 1-Acetyl-4-piperidone
• CAS No.: 32161-06-1
• Molecular Formula: C7H11NO2
• Molecular Weight: 141.17
• Hs Code.: 29333990
• European Community (EC) Number: 250-937-6
• DSSTox Substance ID: DTXSID10871369
• Nikkaji Number: J150.802D
• Mol file: 32161-06-1.mol

Synonyms:1-Acetyl-4-piperidone;32161-06-1;N-Acetyl-4-piperidone;1-acetylpiperidin-4-one;4-Piperidinone, 1-acetyl-;1-Acetyl-4-piperidinone;3211-06-1;N-ACETYL-4-PIPERIDINONE;EINECS 250-937-6;MFCD00006190;AI3-39159;1-acetyl-4-oxopiperidine;1-acetyl-piperidin-4-one;n-acetyl4-piperidone;1-Acetylpiperid-4-one;N-Acetylpiperidin-4-one;1-acetyl-piperdin-4-one;1-Acetyl-4-piperidinone #;SCHEMBL137219;1-Acetyl-4-piperidone, 94%;DTXSID10871369;STL197465;AKOS000203574;CS-W018303;SB42923;AS-17883;SY011035;AM20080584;FT-0629798;FT-0753323;EN300-15627;A26634;J-018659;Z33618658;F0001-0960

Chemical Property of 1-Acetyl-4-piperidone

Chemical Property:

• Appearance/Colour: clear orange oily liquid
• Vapor Pressure: 0.124mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Boiling Point: 218.8 °C at 760 mmHg
• PKA: -0.72±0.20(Predicted)
• Flash Point: 87.9 °C
• PSA: 37.38000
• Density: 1.126 g/cm³
• LogP: 0.13570
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in water. Insoluble in acetic acid.
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 141.078978594
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

1-Acetyl-4-piperidone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)N1CCC(=O)CC1
• Uses: 1-Acetyl-4-piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs, and manufacture of fentanyl.

Technology Process of 1-Acetyl-4-piperidone

There total 9 articles about 1-Acetyl-4-piperidone 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%

4-piperidone hydrochloride (41979-39-9) + acetyl chloride (75-36-5) → 1-acetyl-4-piperidinone (32161-06-1)

Guidance literature:

4-piperidone hydrochloride; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.25h;

acetyl chloride; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ja408031s

Reference yield: 94.0%

piperidine-4,4-diol hydrochloride (40064-34-4) + acetyl chloride (75-36-5) → 1-acetyl-4-piperidinone (32161-06-1)

Guidance literature:

With potassium carbonate; In dichloromethane; water; at 25 ℃; for 3h;

DOI:10.1007/s10593-011-0802-4

Reference yield: 70.0%

1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)ethanone (176910-35-3) → 1-acetyl-4-piperidinone (32161-06-1)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 19h;

DOI:10.1248/bpb.25.1030

upstream raw materials:

1-(4-Hydroxy-4-methoxy-piperidin-1-yl)-ethanone

1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)ethanone

acetic anhydride

piperidin-4-one

Downstream raw materials:

1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)ethanone

1-[4-(2-Bromo-4-chloro-phenylimino)-piperidin-1-yl]-ethanone

1-[4-(2-Bromo-4-methoxy-phenylimino)-piperidin-1-yl]-ethanone

1-[4-(2-Bromo-phenylimino)-piperidin-1-yl]-ethanone

Refernces

• 1、 Vodnala, Nagaraju,Gujjarappa, Raghuram,Polina, Saibabu,Satheesh, Vanaparthi,Kaldhi, Dhananjaya,Kabi, Arup K.,Malakar, Chandi C.. "An organocatalytic C-C bond cleavage approach: A metal-free and peroxide-free facile method for the synthesis of amide derivatives". supporting information. p. 20940 - 20944. Retrieved 2020/12/31.
• 2、 Alekseyev,Kurkin,Yurovskaya. "The Piloty-Robinson reaction of N-substituted piperidin-4-one azines. A novel route for the synthesis of 3,6-diazacarbazole". experimental part. p. 584 - 596. Retrieved 2012/01/12.