Ritalinic acid

Base Information

• Chemical Name: Ritalinic acid
• CAS No.: 19395-41-6
• Molecular Formula: C13H17NO2
• Molecular Weight: 219.283
• Hs Code.: 2933399090
• European Community (EC) Number: 243-020-7
• DSSTox Substance ID: DTXSID20864888
• Nikkaji Number: J242.796F
• Wikipedia: Ritalinic_acid
• Wikidata: Q17052328
• Metabolomics Workbench ID: 49690
• Mol file: 19395-41-6.mol

Synonyms:alpha-phenyl-2-piperidineacetic acid;ritalinic acid;ritalinic acid, (R*,R*)-(+-)-isomer

Chemical Property of Ritalinic acid

Chemical Property:

• Appearance/Colour: Off-white solid
• Vapor Pressure: 0.000204mmHg at 25°C
• Melting Point: 236-238 °C
• Refractive Index: 1.499
• Boiling Point: 367.7 °C at 760 mmHg
• PKA: 3.50±0.10(Predicted)
• Flash Point: 176.2 °C
• PSA: 49.33000
• Density: 1.138 g/cm⁴⁸
• LogP: 2.32570
• Storage Temp.: 2-8°C
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 219.125928785
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Ritalinic Acid >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCNC(C1)C(C2=CC=CC=C2)C(=O)O
• Uses: A major metabolite of Methylphenidate

Technology Process of Ritalinic acid

There total 10 articles about Ritalinic acid 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: 88.6%

threo-α-phenyl-α-(2-piperidyl)acetamide → Ritalinic acid (19395-41-6,1076192-92-1,54631-24-2,744954-37-8)

Guidance literature:

With hydrogenchloride; water; Reflux;

Reference yield:

2-phenyl-2-(pyridin-2-yl)acetamide (7251-52-7,171927-46-1) → Ritalinic acid (19395-41-6,1076192-92-1,54631-24-2,744954-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 5percent Pt/C / acetic acid / 10 h / 1551.4 - 2068.6 Torr

2: 1.) 6N HCl, 2.) 50percent KOH / 1.) reflux, 6 h, 2.) reflux, 4 d

With hydrogenchloride; potassium hydroxide; hydrogen; platinum on activated charcoal; In acetic acid;

DOI:10.1021/jm950697c

Reference yield:

phenyl-pyridin-2-yl-acetonitrile (5005-36-7) → Ritalinic acid (19395-41-6,1076192-92-1,54631-24-2,744954-37-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 12 N HCl / 15 h / Ambient temperature

2: H₂ / 5percent Pt/C / acetic acid / 10 h / 1551.4 - 2068.6 Torr

3: 1.) 6N HCl, 2.) 50percent KOH / 1.) reflux, 6 h, 2.) reflux, 4 d

With hydrogenchloride; potassium hydroxide; hydrogen; platinum on activated charcoal; In acetic acid;

DOI:10.1021/jm950697c

upstream raw materials:

(±)-erythro/threo-2-phenyl-2-(piperidin-2-yl)acetamide

2-phenyl-2-(pyridin-2-yl)acetamide

phenyl-pyridin-2-yl-acetonitrile

1-piperidin-1-yl-ethanone

Downstream raw materials:

METHYLPHENIDATE

N,N-dicyclohexylurea

methylphenidate hydrochloride

(1-pentafluoropropionyl-piperidin-2-yl)-phenyl-acetic acid methyl ester

Refernces

• 1、 Deng, Hong-Ping,Zhou, Quan,Wu, Jie. "Microtubing-Reactor-Assisted Aliphatic C?H Functionalization with HCl as a Hydrogen-Atom-Transfer Catalyst Precursor in Conjunction with an Organic Photoredox Catalyst". supporting information. p. 12661 - 12665. Retrieved 2018/09/20.