19395-39-2

Basic information

• Product Name: alpha-Phenylpiperidine-2-acetamide
• Synonyms: 2-PIPERIDINEACETAMIDE APHENYL;2-Phenyl-2-piperidin-2-ylacetamide;alpha-Phenylpiperidine-2-acetamide;a-Phenyl-2-piperidineacetamide;erythro/threo-2-Phenyl-2-piperidin-2-ylacetamide;α-Phenyl-2-piperidineacetamide;2-Phenyl-2-(2-piperidyl)acetamide Hydrate;Einecs 243-019-1
• CAS NO: 19395-39-2
• Molecular Formula: C₁₃H₁₈N₂O
• Molecular Weight: 218.29
• EINECS: 243-019-1
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 19395-39-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 173 °C
• Boiling Point: 406.6 °C at 760 mmHg
• Flash Point: 199.7 °C
• Appearance: White solid
• Density: 1.097 g/cm³
• Vapor Pressure: 8.01E-07mmHg at 25°C
• Refractive Index: 1.554
• PKA: 16.16±0.50(Predicted)
• CAS DataBase Reference: alpha-Phenylpiperidine-2-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-Phenylpiperidine-2-acetamide(19395-39-2)
• EPA Substance Registry System: alpha-Phenylpiperidine-2-acetamide(19395-39-2)

Safety Data

• Hazardous Substances Data: 19395-39-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Intermediate for the synthesis of Ritalinic Acid

InChI:InChI=1/C13H18N2O/c14-13(16)12(10-6-2-1-3-7-10)11-8-4-5-9-15-11/h1-3,6-7,11-12,15H,4-5,8-9H2,(H2,14,16)

Upstream product

• 19395-39-2 (-) (R or S)-phenyl-[(S or R)-[2]piperidyl]-acetic acid amide 
• 7251-52-7 2-phenyl-2-(pyridin-2-yl)acetamide 
• 5005-36-7 phenyl-pyridin-2-yl-acetonitrile 
• 19395-39-2 dl-erythro-α-phenyl-α-(2-piperidyl)acetamide 
• 1252975-08-8 2-phenyl-2-piperidin-2-ylidene-acetamide 
• 109-09-1 2-chloropyridine 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 19395-39-2 (-) (R or S)-phenyl-[(S or R)-[2]piperidyl]-acetic acid amide 
• 19395-39-2 (+) (R or S)-phenyl-[(R or S)-[2]piperidyl]-acetic acid amide 
• 160707-39-1 d-erythro-α-piperid-2-ylphenylacetamide 
• 1076192-92-1 ritalinic acid 
• 160707-37-9 d-threo-2-phenyl-2-(piperidine-2-yl)acetamide 
• 40431-64-9 dexmethylphenidate 
• 19262-68-1 dexmethylphenidate hydrochloride 
• 19716-79-1 ethylphenidate hydrochloride 
• 741272-48-0 d-threo-[R(R*,R*)]-2-phenyl-2-piperidine-2-yl acetamide dibenzoyl-d-tartrate 
• 113-45-1 methyl (R*)-2-phenyl-2-((S*)-piperidin-2-yl)acetate 
• 113-45-1 dl-threo-methylphenidate 
• 19395-41-6 Ritalinic acid 

Relevant articles and documents

An Improved and Efficient Process for the Production of Highly Pure Dexmethylphenidate Hydrochloride

The present work describes an efficient and commercially viable process for the synthesis of dexmethylphenidate hydrochloride (1), a mild nervous system stimulant. The overall yield is 23% with ~99.9% purity (including seven chemical steps). Formation and control of possible impurities are also described in this report.

A PROCESS FOR THE PREPARATION OF ALPHA-ARYL-ALPHA-PIPERID-2-YL-ACETAMIDES AND THE ACID HYDROLYSIS THEREOF

A process for the preparation of -aryl--piperid-2-yl-acetamides of formula (I) in which Ar is as defined in the disclosure, by catalytic reduction of α-aryl-α-pyridin-2-yl-acetamides (II) with rhodium catalysts. Acetamides of formula (II) can subsequently by hydrolysed to the corresponding arylacetic acids, e. g. ritalinic acid, a direct precursor of methylphenidate.

Manufacturing process for methyl phenidate and intermediates thereof

The present invention discloses selective and complete reduction of pyridine ring in a biaryl system comprising ∝-substituted or nonsubstituted benzene ring and relates more specifically, not exclusively, for the manufacture of methylphenidate, which is used for treatment of Attention Deficit Hyperactive Disorder (ADHD) and also acts as central nervous system stimulant, by using palladium/C in a solvent such as C1-C4 alcohols in presence of molar quantities of organic and/or inorganic acids.