Ethyl 4-phenylpiperidine-4-carboxylate hydrochloride

Base Information

• Chemical Name: Ethyl 4-phenylpiperidine-4-carboxylate hydrochloride
• CAS No.: 24465-45-0
• Molecular Formula: C14H20ClNO2
• Molecular Weight: 269.771
• Hs Code.: 2933399090
• European Community (EC) Number: 246-276-8
• UNII: TZ9K6J4X8J
• DSSTox Substance ID: DTXSID60947361
• Mol file: 24465-45-0.mol

Synonyms:normeperidine;normeperidine carbonate (2:1);normeperidine hydrochloride;normeperidine, 3H-labeled cpd;norpethidine

Chemical Property of Ethyl 4-phenylpiperidine-4-carboxylate hydrochloride

Chemical Property:

• Vapor Pressure: 0.000136mmHg at 25°C
• Boiling Point: 333.5 °C at 760 mmHg
• Flash Point: 155.5 °C
• PSA: 38.33000
• LogP: 3.00170
• Storage Temp.: 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 269.1182566
• Heavy Atom Count: 18
• Complexity: 253

Purity/Quality:

99% ^*data from raw suppliers

Normeperidine (hydrochloride) ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T
• Hazard Codes: F,T
• Statements: 11-23/24/25-39/23/24/25
• Safety Statements: 7-16-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCNCC1)C2=CC=CC=C2.Cl
• Uses: A metabolite of Meperidine HCl (M223900).

Technology Process of Ethyl 4-phenylpiperidine-4-carboxylate hydrochloride

There total 3 articles about Ethyl 4-phenylpiperidine-4-carboxylate hydrochloride 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:

4-cyano-4-phenylpiperidine hydrochloride (51304-58-6) → ethyl 4-phenyl-4-piperidinecarboxylate hydrochloride (24465-45-0)

Guidance literature:

With sulfuric acid; In ethanol; water;

Reference yield:

C19H27NO4 → ethyl 4-phenyl-4-piperidinecarboxylate hydrochloride (24465-45-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2013.10.058

Reference yield:

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (142851-03-4) → ethyl 4-phenyl-4-piperidinecarboxylate hydrochloride (24465-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -78 °C

1.2: phenyl halide / 6 h / -78 - 20 °C

2.1: hydrogenchloride / 1,4-dioxane / 0.5 h / 20 °C

With hydrogenchloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/j.bmcl.2013.10.058

upstream raw materials:

4-cyano-4-phenylpiperidine hydrochloride

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

Downstream raw materials:

1-[5-[2-(ethylcarbamoylamino)-7-(2-pyridyl)-1,3-benzothiazol-5-yl]pyrimidin-2-yl]-4-phenyl-piperidine-4-carboxylic acid

4-cyclohexylpiperidine-4-carboxylic acid ethyl ester

1-(4-acetylamino-phenethyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester

1-[4-(4-amino-phenyl)-butyl]-4-phenyl-piperidine-4-carboxylic acid ethyl ester

Refernces

• 1、 -. "Dipeptides which promote release of growth hormone". . . Retrieved 2008/06/13.