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
• Article Data: 9

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

Chemical Properties

clear orange oily liquid

Uses

1-Acetyl-4-piperidone is used as an intermediate in the manufacture of chemicals and pharmaceutical drugs, and manufacture of fentanyl.

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

Downstream Products

• 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 
• 440122-22-5 1-N-acetyl-4-benzyloxypiperidine 
• 402912-76-9 [4,4-bis(4-amino-3,5-dimethylphenyl)]piperidine 
• 847951-14-8 1-(6-acetyl-2-amino-4,5,6,7-tetrahydro-thieno[2,3-c]pyridin-3-yl)-ethanone 
• 847950-08-7 1-[2-amino-3-(2-methyl-benzoyl)-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-ethanone 
• 847950-00-9 1-[2-amino-3-(3-chloro-benzoyl)-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-ethanone 
• 57226-74-1 1-(2-amino-3-benzoyl-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl)-ethanone 
• 24237-43-2 ethyl 6-acetyl-2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate 
• 24248-74-6 6-acetyl-2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxamide 
• 847951-04-6 1-[2-amino-3-(2,6-dimethoxy-benzoyl)-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-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.

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.

SOLUBLE EPOXIDE HYDROLASE INHIBITORS

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.