1,3-Dimethylpiperidin-4-one

Base Information

• Chemical Name: 1,3-Dimethylpiperidin-4-one
• CAS No.: 4629-80-5
• Molecular Formula: C7H13NO
• Molecular Weight: 127.186
• Hs Code.: 2933399990
• European Community (EC) Number: 225-046-0
• DSSTox Substance ID: DTXSID00963540
• Nikkaji Number: J297.855E
• ChEMBL ID: CHEMBL4513461
• Mol file: 4629-80-5.mol

Synonyms:1,3-Dimethylpiperidin-4-one;4629-80-5;1,3-Dimethyl-4-piperidone;1,3-Dimethyl-piperidin-4-one;4-Piperidinone, 1,3-dimethyl-;1,3-Dimethyl-4-piperidinone;EINECS 225-046-0;MFCD00100893;1,3-Dimthylpiperidin-4-one;1,3-dimethylpiperidine-4-one;1,3-Dimethyl-4-oxopiperidine;4-Piperidone, 1,3-dimethyl-;SCHEMBL1476498;CHEMBL4513461;1,3-Dimethyl-4-piperidinone #;DTXSID00963540;BCP06571;CS-M1154;STR03969;STK676403;AKOS004122933;AKOS016347369;1 pound not3-Dimethyl-piperidin-4-one;AB03409;AC-6515;SB22748;SB22749;1,3-dimethyl-4-piperidone, AldrichCPR;AS-17334;SY009715;A7220;AM20120623;D3909;FT-0606691;FT-0629999;EN300-60127;W-106095;F0908-3964;Z825753356

Chemical Property of 1,3-Dimethylpiperidin-4-one

Chemical Property:

• Appearance/Colour: colourless or slightly yellow liquid
• Vapor Pressure: 0.506mmHg at 25°C
• Melting Point: 159-160°C(lit.)
• Refractive Index: 1.452
• Boiling Point: 191.773 °C at 760 mmHg
• PKA: 8.06±0.40(Predicted)
• Flash Point: 64.494 °C
• PSA: 20.31000
• Density: 0.949 g/cm³
• LogP: 0.46500
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 127.099714038
• Heavy Atom Count: 9
• Complexity: 122

Purity/Quality:

98% ^*data from raw suppliers

1,3-Dimethylpiperidin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41-43
• Safety Statements: 26-36/37-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CCC1=O)C
• Uses: 1,3-Dimethylpiperidin-4-one is a key intermediate used in the preparation of Alvimopan, an Opiod drug.

Technology Process of 1,3-Dimethylpiperidin-4-one

There total 11 articles about 1,3-Dimethylpiperidin-4-one 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: 50.0%

methyl(β-methoxycarbonylethyl)(β-methoxycarbonylpropyl)amine (109682-06-6) → 1,3-dimethyl-4-piperidinone (4629-80-5)

Guidance literature:

With sodium; In xylene; at 60 ℃; for 1.5h;

Reference yield: 49.0%

(E)-3-((dimethylamino)methylene)-1-methylpiperidin-4-one (66521-58-2,1190440-67-5) → 1,3-dimethyl-4-piperidinone (4629-80-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In acetone; for 48h; under 760.051 Torr; Inert atmosphere;

DOI:10.1021/acs.joc.1c00148

Reference yield:

1-Methyl-4-piperidone (1445-73-4) → 1,3-dimethyl-4-piperidinone (4629-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 18 h / 100 °C

2: palladium 10% on activated carbon; hydrogen / acetone / 48 h / 760.05 Torr / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/acs.joc.1c00148

upstream raw materials:

5-diethylamino-2-methyl-pent-1-en-3-one

methylamine

methyl(β-methoxycarbonylethyl)(β-methoxycarbonylpropyl)amine

dimethyl zinc(II)

Downstream raw materials:

(+/-)-1,3c-dimethyl-4-o-tolyl-piperidin-4r-ol

(+/-)-4-(2-methoxy-phenyl)-1,3c-dimethyl-piperidin-4r-ol

(+/-)-β-prodine

(+/-)-α-prodine

Refernces

• 1、 Butz,Vilsmaier. "Functionalized chloroenamines in aminocyclopropane synthesis - X. Amino-azabicyclo[3.1.0]hexane diastereomers from chloroenamines and organometallic compounds". . p. 6031 - 6044. Retrieved 2007/10/02.