1-Isobutyl-4-piperidone

Base Information

• Chemical Name: 1-Isobutyl-4-piperidone
• CAS No.: 72544-16-2
• Molecular Formula: C9H17NO
• Molecular Weight: 155.24
• Hs Code.: 29333990
• European Community (EC) Number: 276-712-2
• UNII: WL7MDR2ZN2
• DSSTox Substance ID: DTXSID70222858
• Nikkaji Number: J296.323J
• Wikidata: Q72485093
• Mol file: 72544-16-2.mol

Synonyms:72544-16-2;1-Isobutylpiperidin-4-one;1-Isobutyl-4-piperidone;1-(2-Methylpropyl)-4-piperidone;1-(2-methylpropyl)piperidin-4-one;n-isobutyl-4-piperidone;4-Piperidinone, 1-(2-methylpropyl)-;WL7MDR2ZN2;EINECS 276-712-2;Rifabutin impurity A;UNII-WL7MDR2ZN2;SCHEMBL1181641;AMY6027;DTXSID70222858;N-ISOBUTYL-4-PIPERIDINONE;KMTASGXMTBUSSP-UHFFFAOYSA-N;XCA54416;MFCD00190595;AKOS000187708;CS-W010924;DS-2384;SB41108;1-(2-Methylpropyl)-4-piperidone, 97%;RIFABUTIN IMPURITY A [EP IMPURITY];1-(2-METHYLPROPYL)-4-PIPERIDINONE;A9434;FT-0672186;EN300-54892;Rifabutin impurity A, European Pharmacopoeia (EP) Reference Standard

Chemical Property of 1-Isobutyl-4-piperidone

Chemical Property:

• Appearance/Colour: colorless to yellow liquid
• Melting Point: 28°C (estimate)
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 233.3 °C at 760 mmHg
• PKA: 7.94±0.20(Predicted)
• Flash Point: 88.3 °C
• PSA: 20.31000
• Density: 0.94 g/cm³
• LogP: 1.24520
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 155.131014166
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(2-Methylpropyl)-4-piperidone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CN1CCC(=O)CC1
• Uses: 1-(2-Methylpropyl)-4-piperidone had potential use in the manufacturing of medicament for promoting bone regrowth and repair.

Technology Process of 1-Isobutyl-4-piperidone

There total 6 articles about 1-Isobutyl-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: 47.8%

4-piperidone hydrochloride (41979-39-9) → N-(2-methylpropyl)-4-piperidone (72544-16-2)

Guidance literature:

With potassium carbonate; In acetonitrile;

DOI:10.1002/ardp.200300721

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → N-(2-methylpropyl)-4-piperidone (72544-16-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / H₂; aq. HCl / palladium hydroxide / ethanol / 24 h / 20 °C / 3102.89 Torr

2: 47.8 percent / K₂CO₃ / acetonitrile

With hydrogenchloride; hydrogen; potassium carbonate; palladium dihydroxide; In ethanol; acetonitrile;

DOI:10.1002/ardp.200300721

Reference yield:

Isobutyl bromide (78-77-3) + 4-piperidone hydrochloride (41979-39-9) → N-(2-methylpropyl)-4-piperidone (72544-16-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃;

DOI:10.1016/j.bmc.2006.10.028

upstream raw materials:

dimethyl β,β'-isobutylaminodipropionate

3,3'-isobutylimino-di-propionic acid diethyl ester

1-isobutyl-4-oxo-piperidine-3-carboxylic acid methyl ester

4-piperidone hydrochloride

Refernces

• 1、 Yoo, Kyung Ho,Choi, Hyun Sik,Kim, Dong Chan,Shin, Kye Jung,Kim, Dong Jin,Song, Yun Seon,Jin, Changbae. "Synthesis of heteroarylpiperazines and heteroarylbipiperidines with a restricted side chain and their affinities for 5-HT1A receptor". . p. 208 - 215. Retrieved 2007/10/03.