32161-06-1

Basic information

• Product Name: N-Acetyl-4-piperidone
• Synonyms: N-ACETYL-4-PIPERIDONE;N-ACETYLPIPERIDIN-4-ONE;AKOS BBS-00004258;1-ACETYL-4-PIPERIDONE;1-Acetyl-4-piperidinone;4-Piperidinone, 1-acetyl-;N-Acetylpiperidone;1-Acetyl-4-oxopiperidine
• CAS NO: 32161-06-1
• Molecular Formula: C₇H₁₁NO₂
• Molecular Weight: 141.17
• EINECS: 250-937-6
• Product Categories: PHARMACEUTICAL INTERMEDIATES;Building Blocks;Heterocyclic Building Blocks;Piperidones
• Mol File: 32161-06-1.mol

Chemical Properties

• Boiling Point: 218 °C(lit.)
• Flash Point: >230 °F
• Appearance: Clear orange/Oily Liquid
• Density: 1.146 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.124mmHg at 25°C
• Refractive Index: n20/D 1.503(lit.)
• Storage Temp.: Store below +30°C.
• PKA: -0.72±0.20(Predicted)
• Water Solubility: Soluble in water. Insoluble in acetic acid.
• BRN: 116031
• CAS DataBase Reference: N-Acetyl-4-piperidone(CAS DataBase Reference)
• NIST Chemistry Reference: N-Acetyl-4-piperidone(32161-06-1)
• EPA Substance Registry System: N-Acetyl-4-piperidone(32161-06-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-36-26
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 32161-06-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical and Pharmaceutical Industries:
N-Acetyl-4-piperidone is used as an intermediate in the chemical and pharmaceutical industries for the synthesis of various chemicals and pharmaceutical drugs. Its versatile chemical structure allows it to be a key component in the development of a wide range of products.
Used in the Manufacture of Fentanyl:
Specifically, N-Acetyl-4-piperidone is utilized in the production of fentanyl, a potent synthetic opioid that is used as an analgesic and anesthetic in medical settings. Its role in the synthesis process highlights its importance in the pharmaceutical sector.

Purification Methods

Purify it by fractional distillaton through a short Vigreux column (15mm, p 11). The 2,4-dinitrophenylhydrazone has m 212-213o (from EtOH). It is freely soluble in H2O but insoluble in Et2O. [McElvain & McMahon J Am Chem Soc 71 901 1949, Beilstein 21/6 V 246.]

InChI:InChI=1/C7H11NO2/c1-6(9)8-4-2-7(10)3-5-8/h2-5H2,1H3

Upstream product

• 76360-21-9 1-(4-Hydroxy-4-methoxy-piperidin-1-yl)-ethanone 
• 176910-35-3 1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)ethanone 
• 108-24-7 acetic anhydride 
• 41661-47-6 piperidin-4-one 
• 75-36-5 acetyl chloride 
• 177-11-7 4,4-ethylenedioxy-piperidine 
• 41979-39-9 4-piperidone hydrochloride 
• 40064-34-4 piperidine-4,4-diol hydrochloride 
• 123-54-6 acetylacetone 

Downstream Products

• 88786-15-6 1-[4-(5-Amino-3-phenyl-isoxazol-4-yl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone 
• 134594-67-5 1-[4,4-bis(4-hydroxy-3,5-dimethoxyphenyl)piperidin-1-yl]ethan-1-one 
• 125188-15-0 1-acetyl-4-(4-methoxy-3,5-dimethylphenyl)piperidin-4-ol 
• 65751-83-9 1-acetyl-4-benzoyloxy-4-isoquinolin-1-yl-piperidine 
• 130312-24-2 2-amino-3-(2-chlorobenzoyl)-6-acetyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine 
• 100906-98-7 Benzoic acid 1-acetyl-4-(7-methoxy-isoquinolin-1-yl)-piperidin-4-yl ester 
• 102325-45-1 Benzoic acid 1-acetyl-4-(4-bromo-isoquinolin-1-yl)-piperidin-4-yl ester 
• 83920-14-3 1-(4,4-bis(4-hydroxyphenyl)piperidin-1-yl)ethanone 
• 135581-16-7 1-acetyl-4-piperidinone oxime 
• 176910-35-3 1-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)ethanone 
• 158984-57-7 1-(4-hydroxy-4-(4-methoxyphenyl)piperidin-1-yl)ethanone 
• 207511-29-3 1-[4-(2-Bromo-4-chloro-phenylimino)-piperidin-1-yl]-ethanone 
• 207511-30-6 1-[4-(2-Bromo-4-methoxy-phenylimino)-piperidin-1-yl]-ethanone 
• 207511-28-2 1-[4-(2-Bromo-phenylimino)-piperidin-1-yl]-ethanone 

Relevant articles and documents

Triazenes as robust and simple linkers for amines in solid-phase organic synthesis

A new linker strategy for the attachment of aliphatic amines has been developed. Starting from Merrifield resin, an immobilized diazonium salt was prepared in two steps. Reaction of various amines gave rise to triazenes, which in turn were cleaved off upon treament with mild acids. The triazenes have been proven to be base stable and were used in various types of transformations. The overall process is high-yielding and efficient.

An organocatalytic C-C bond cleavage approach: A metal-free and peroxide-free facile method for the synthesis of amide derivatives

A facile organocatalytic approach has been devised towards the synthesis of amide derivatives using 1,3-dicarbonyls as easily available acyl-sources under peroxide-free reaction conditions. This transformation was accomplished by the cleavage of the C-C bond in the presence of TEMPO as an organocatalyst and excludes the use of transition-metals and harsh reaction conditions. A broad range of substrates with diverse functional groups were well tolerated and delivered the products in high yields.

Silver-catalyzed radical phosphonofluorination of unactivated alkenes

We report herein a mild and catalytic phosphonofluorination of unactivated alkenes. With catalysis by AgNO3, the condensation of various unactivated alkenes with diethyl phosphite and Selectfluor reagent in CH 2Cl2/H2O/HOAc at 40 C led to the efficient synthesis of β-fluorinated alkylphosphonates with good stereoselectivity and wide functional group compatibility. A mechanism involving silver-catalyzed oxidative generation of phosphonyl radicals and silver-assisted fluorine atom transfer is proposed.

The Piloty-Robinson reaction of N-substituted piperidin-4-one azines. A novel route for the synthesis of 3,6-diazacarbazole

The possibility of preparing 1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4, 5-c']dipyridines using the Piloty-Robinson reaction has been studied under various conditions. A novel method is proposed for the synthesis of the aromatic 3,6-diazacarbazole (5H-pyrrolo[3,2-c:4,5-c']dipyridine) from 2,8-dibenzoyl-1,2,3,4,6,7,8,9-octahydro-5H-pyrrolo[3,2-c:4,5-c']dipyridine obtained for the first time by the Piloty- Robinson method under thermal conditions.

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Disclosed are urea compounds, stereoisomer, or pharmaceutical acceptable salt thereof, and compositions that inhibit soluble epoxide hydrolase (sEH), methods for preparing the compounds and compositions, and methods for treating patients with such compounds and compositions. The compounds, compositions, and methods are useful for treating a variety of sEH mediated diseases, including hypertensive, cardiovascular, inflammatory, pulmonary, and diabetic-related diseases.

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Cerium(IV) ammonium nitrate (CAN) is a powerful, though mild, reagent for the efficient and selective removal of a range of ketals and acetals. This novel deprotection method requires only catalytic amounts of CAN and tolerates a variety of functional and protecting groups. Mechanistic insights suggest that the Ce(IV) salts act as unique Lewis acids and not as redox active species.

Antinociceptive effects of 1-acyl-4-dialkylaminopiperidine and 1-alkyl-4-dialkylaminopiperidine in mice: Structure-activity relation study of matrine-type alkaloids

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