alpha-Phenylpiperidine-2-acetamide

Base Information

• Chemical Name: alpha-Phenylpiperidine-2-acetamide
• CAS No.: 19395-39-2
• Molecular Formula: C13H18N2O
• Molecular Weight: 218.299
• Hs Code.: 2933399090
• European Community (EC) Number: 243-019-1
• DSSTox Substance ID: DTXSID60864887
• Nikkaji Number: J242.795H
• Mol file: 19395-39-2.mol

Synonyms:19395-39-2;2-Phenyl-2-(piperidin-2-yl)acetamide;alpha-Phenylpiperidine-2-acetamide;2-Phenyl-2-(2-piperidyl)acetamide;2-phenyl-2-piperidin-2-ylacetamide;2-Phenyl-2-(2-Piperidine) acetamide;L-threo-alpha-Phenyl-;alpha-Phenyl-2-piperidineacetamide;D-Erythro-alpha-phenyl-;EINECS 243-019-1;2-Phenylpiperidine-2-acetamide;EC 243-019-1;Ritalinic Acid Amide;UNII-2X0J206SBT;SCHEMBL637496;2X0J206SBT;DTXSID60864887;CHEBI:183994;a-phenyl-a-(2-piperidyl)acetamide;alpha -Phenyl-2-piperidineacetamide;BCP30673;MFCD06656234;2-Phenyl-2-(2-piperidinyl)acetamide;2-phenyl2-(piperidin-2-yl)acetamide;AKOS015894542;AC-8123;SB43230;AS-62921;CS-0205459;FT-0659264;FT-0673809;FT-0673810;FT-0673811;FT-0673812;FT-0673813;P1797;D95688;J-003115;J-012557;(c) paragraph sign-Phenylpiperidine-2-acetamide

Chemical Property of alpha-Phenylpiperidine-2-acetamide

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 8.01E-07mmHg at 25°C
• Melting Point: 173 °C
• Refractive Index: 1.554
• Boiling Point: 406.6 °C at 760 mmHg
• PKA: 16.16±0.50(Predicted)
• Flash Point: 199.7 °C
• PSA: 55.12000
• Density: 1.097 g/cm³
• LogP: 2.42670
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 218.141913202
• Heavy Atom Count: 16
• Complexity: 236

Purity/Quality:

99.9% ^*data from raw suppliers

2-Phenyl-2-(2-piperidyl)acetamide Hydrate >97.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCNC(C1)C(C2=CC=CC=C2)C(=O)N
• Uses: Intermediate for the synthesis of Ritalinic Acid

Technology Process of alpha-Phenylpiperidine-2-acetamide

There total 15 articles about alpha-Phenylpiperidine-2-acetamide 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: 92.95%

2-phenyl-2-(pyridin-2-yl)acetamide (7251-52-7,171927-46-1) → (±)-erythro/threo-2-phenyl-2-(piperidin-2-yl)acetamide (19395-39-2)

Guidance literature:

2-phenyl-2-(pyridin-2-yl)acetamide; With perchloric acid; hydrogen; acetic acid; 5%-palladium/activated carbon; In methanol; water; at 45 - 50 ℃; for 15 - 18h; under 8826.87 - 11033.6 Torr;

With sodium hydroxide; In water;

Reference yield: 79.5%

2-phenyl-2-piperidin-2-ylidene-acetamide (1252975-08-8) → dl-erythro-α-phenyl-α-(2-piperidyl)acetamide (19395-39-2,50288-62-5,50288-63-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 45 ℃; for 10h; under 7355.72 Torr;

DOI:10.1021/op100197g

Reference yield:

phenyl-pyridin-2-yl-acetonitrile (5005-36-7) → (±)-erythro/threo-2-phenyl-2-(piperidin-2-yl)acetamide (19395-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / acetic acid / 1 h / 100 °C

2: 74.6 percent / H₂ / Pt/C / acetic acid / 35 °C / 7600 Torr

With sulfuric acid; hydrogen; platinum on activated charcoal; In acetic acid;

DOI:10.1002/jhet.5570390424

upstream raw materials:

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

2-phenyl-2-piperidin-2-ylidene-acetamide

phenylacetonitrile

2-chloropyridine

Downstream raw materials:

(-) (R or S)-phenyl-[(S or R)-[2]piperidyl]-acetic acid amide

(+) (R or S)-phenyl-[(R or S)-[2]piperidyl]-acetic acid amide

Ritalinic acid

d-erythro-α-piperid-2-ylphenylacetamide

Refernces

• 1、 Chavan, Anil B.,Gundecha, Sachin S.,Kadam, Pramod N.,Maikap, Golak C.,Gurjar, Mukund K.. "Dexmethylphenidate: An efficient process for the racemization of Unwanted (2 S,2 S or l - Threo)-α-Phenyl-α-(2-piperidyl)acetamide". experimental part. p. 1473 - 1475. Retrieved 2011/09/20.
• 2、 -. "PROCESSES AND INTERMEDIATES FOR PREPARING 2-SUBSTITUTED PIPERIDINE STEREOISOMERS". Page/Page column 5. . Retrieved 2008/06/13.