1-Methylpiperidin-4-yl butanoate

Base Information

• Chemical Name: 1-Methylpiperidin-4-yl butanoate
• CAS No.: 311802-59-2
• Molecular Formula: C₁₀H₁₉NO₂
• Molecular Weight: 185.266
• DSSTox Substance ID: DTXSID70431145
• Nikkaji Number: J1.256.307H
• Wikidata: Q82244955
• ChEMBL ID: CHEMBL177357
• Mol file: 311802-59-2.mol

Synonyms:1-Methylpiperidin-4-yl butanoate;311802-59-2;methyl-4-piperidinyl butyrate;CHEMBL177357;SCHEMBL5844533;1-Methylpiperidine-4-ol butyrate;DTXSID70431145;ZDIPDZCEYMNVHW-UHFFFAOYSA-N

Chemical Property of 1-Methylpiperidin-4-yl butanoate

Chemical Property:

• Boiling Point: 231.3±33.0 °C(Predicted)
• PKA: 7.85±0.10(Predicted)
• PSA: 29.54000
• Density: 0.99±0.1 g/cm3(Predicted)
• LogP: 1.36180
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 185.141578849
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)OC1CCN(CC1)C

Technology Process of 1-Methylpiperidin-4-yl butanoate

There total 4 articles about 1-Methylpiperidin-4-yl butanoate 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:

Ethyl 4-piperidinyl acetate (381725-63-9) + methyl iodide (74-88-4) → 1-methyl-4-piperidinyl butyrate (311802-59-2)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1002/jlcr.429

Reference yield:

N-methyl-4-hydroxypiperidine (106-52-5) + butyryl chloride (141-75-3) → 1-methyl-4-piperidinyl butyrate (311802-59-2)

Guidance literature:

Reference yield:

t-butyl 4-hydroxy piperidine-1-carboxylate (109384-19-2) → 1-methyl-4-piperidinyl butyrate (311802-59-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 20 °C

2: 4 M HCl / ethyl acetate / 0 - 20 °C

3: K₂CO₃ / acetone / 20 °C

With pyridine; hydrogenchloride; potassium carbonate; In dichloromethane; ethyl acetate; acetone;

DOI:10.1002/jlcr.429

upstream raw materials:

Ethyl 4-piperidinyl acetate

methyl iodide

t-butyl 4-hydroxy piperidine-1-carboxylate

N-methyl-4-hydroxypiperidine

Refernces

• 1、 Kikuchi, Tatsuya,Fukushi, Kiyoshi,Ikota, Nobuo,Ueda, Takao,Nagatsuka, Shin-Ichiro,Arano, Yasushi,Irie, Toshiaki. "Synthesis of piperidinyl and pyrrolidinyl butyrates for potential in vivo measurement of cerebral butyrylcholinesterase activity". . p. 31 - 41. Retrieved 2007/10/03.