1-Methyl-4-phenylpiperidin-4-ol

Base Information

• Chemical Name: 1-Methyl-4-phenylpiperidin-4-ol
• CAS No.: 4972-68-3
• Molecular Formula: C12H17 N O
• Molecular Weight: 191.273
• Hs Code.: 2933399990
• European Community (EC) Number: 225-619-5
• UNII: DB9LV2UXW2
• DSSTox Substance ID: DTXSID90197993
• Nikkaji Number: J203.215E
• Wikidata: Q72495150
• ChEMBL ID: CHEMBL2262189
• Mol file: 4972-68-3.mol

Synonyms:1-Methyl-4-phenylpiperidin-4-ol;4972-68-3;1-Methyl-4-phenyl-piperidin-4-ol;1-methyl-4-phenyl-4-piperidinol;4-piperidinol, 1-methyl-4-phenyl-;4-Phenyl-1-methyl-4-piperidinol;EINECS 225-619-5;1-methyl-4-hydroxy-4-phenyl-piperidine;1-Methyl-4-phenyl-4-piperidinol-d5;CBDivE_010466;DB9LV2UXW2;Cambridge id 5238810;TimTec1_004323;Oprea1_254943;Oprea1_366782;SCHEMBL153569;CHEMBL2262189;DTXSID90197993;4-Phenyl-4-oxy-1-methylpiperidin;HMS1546E11;MFCD00464382;STK672224;AKOS005167166;AB06212;CCG-356438;FS-2269;CS-0172439;FT-0671841;EN300-75728;A827832;SR-01000513089;SR-01000513089-1

Chemical Property of 1-Methyl-4-phenylpiperidin-4-ol

Chemical Property:

• Vapor Pressure: 0.00012mmHg at 25°C
• Melting Point: 109-112?C
• Boiling Point: 321.9°C at 760 mmHg
• PKA: 14.06±0.20(Predicted)
• Flash Point: 127.1°C
• Density: 1.079g/cm³
• Storage Temp.: Refrigerator
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.131014166
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

99%, ^*data from raw suppliers

1-Methyl-4-phenyl-4-piperidinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC(CC1)(C2=CC=CC=C2)O
• Uses: An intermediate of Meperidine (Pethidine) (M223900).

Technology Process of 1-Methyl-4-phenylpiperidin-4-ol

There total 12 articles about 1-Methyl-4-phenylpiperidin-4-ol 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: 92.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-hydroxy-4-phenylpiperidin (40807-61-2) → 1-methyl-4-phenyl-piperidin-4-ol (4972-68-3)

Guidance literature:

With zinc(II) tetrahydroborate; zinc(II) chloride; In tetrahydrofuran; for 8h; Ambient temperature;

Reference yield:

1-Methyl-4-piperidone (1445-73-4) + phenyllithium (591-51-5) → 1-methyl-4-phenyl-piperidin-4-ol (4972-68-3)

Guidance literature:

With benzene;

DOI:10.1021/ja01163a091 DOI:10.1021/jo01170a022

Reference yield:

1-Methyl-4-piperidone (1445-73-4) + bromobenzene (108-86-1,52753-63-6) → 1-methyl-4-phenyl-piperidin-4-ol (4972-68-3)

Guidance literature:

With lithium; In dichloromethane; water;

upstream raw materials:

1-Methyl-4-piperidone

phenyllithium

benzene

1-methyl-4-phenyl-1,2,5,6-tetrahydropyridine

Downstream raw materials:

butyric acid-(1-methyl-4-phenyl-[4]piperidyl ester)

3-demethylprodine

acetic acid-(1-methyl-4-phenyl-[4]piperidyl ester)

4-benzoyloxy-1-methyl-4-phenyl-piperidine

Refernces

• 1、 Nitta, Aiko,Fujii, Hideaki,Sakami, Satoshi,Nishimura, Yutaka,Ohyama, Tomofumi,Satoh, Mikiya,Nakaki, Junko,Satoh, Shiho,Inada, Chifumi,Kozono, Hideki,Kumagai, Hiroki,Shimamura, Masahiro,Fukazawa, Tominaga,Kawai, Hideki. "(3R)-3-Amino-4-(2,4,5-trifluorophenyl)-N-{4-[6-(2-methoxyethoxy)benzothiazol-2-yl]tetrahydropyran-4-yl}butanamide as a potent dipeptidyl peptidase IV inhibitor for the treatment of type 2 diabetes". scheme or table. p. 5435 - 5438. Retrieved 2009/05/30.
• 2、 Bhattacharyya, Sukanta,Chatterjee, Arindam,Duttachowdhury, Shiti, Kantha. "Use of Zinc Borohydride in Reductive Amination: An Efficient and Mild Method for N-Methylation of Amines". . p. 1 - 2. Retrieved 2007/10/02.