N-ACETYL-4-(4-CHLOROBENZOYL)-PIPERIDINE

Base Information

• Chemical Name: N-ACETYL-4-(4-CHLOROBENZOYL)-PIPERIDINE
• CAS No.: 59084-15-0
• Molecular Formula: C14H16ClNO2
• Molecular Weight: 265.74
• Hs Code.: 2933399990
• Mol file: 59084-15-0.mol

Synonyms:1-[4-(4-Chlorobenzoyl)piperidin-1-yl]ethanone;(1-Acetyl-4-piperidinyl)(4-chlorophenyl)methanone;1-Acetyl-4-[4-chlorobenzoyl]piperidine;

Chemical Property of N-ACETYL-4-(4-CHLOROBENZOYL)-PIPERIDINE

Chemical Property:

• Appearance/Colour: Light yellow oil
• Boiling Point: 443.5 °C at 760 mmHg
• PKA: -1.60±0.40(Predicted)
• Flash Point: 222 °C
• PSA: 37.38000
• Density: 1.22 g/cm³
• LogP: 2.71910
• Solubility.: Chloroform, Dichloromethane, DMF, Methanol

Purity/Quality:

99% ^*data from raw suppliers

N-Acetyl-4-(4-chlorobenzoyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of neuroleptics.

Technology Process of N-ACETYL-4-(4-CHLOROBENZOYL)-PIPERIDINE

There total 5 articles about N-ACETYL-4-(4-CHLOROBENZOYL)-PIPERIDINE 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:

1-acetylpiperidine-4-carbonyl chloride (59084-16-1) + chlorobenzene (108-90-7) → N-acetyl-4-(p-chlorobenzoyl)piperidine (59084-15-0)

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; Heating;

DOI:10.1021/jm0309349

Reference yield:

1-acetyl-piperidine-4-carboxylic acid (25503-90-6) → N-acetyl-4-(p-chlorobenzoyl)piperidine (59084-15-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 1 h / 20 °C

2: AlCl₃ / 1,2-dichloro-ethane / Heating

With aluminium trichloride; thionyl chloride; In 1,2-dichloro-ethane; 2: Friedel-Crafts reaction;

DOI:10.1021/jm0309349

Reference yield:

chlorobenzene (108-90-7) → N-acetyl-4-(p-chlorobenzoyl)piperidine (59084-15-0)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; for 2h; Reflux;

DOI:10.1002/cbdv.202000431

upstream raw materials:

1-acetylpiperidine-4-carbonyl chloride

chlorobenzene

1-acetyl-piperidine-4-carboxylic acid

isonipecotic acid

Downstream raw materials:

4-[(4-chlorophenyl)hydroxymethyl]piperidine-1-carboxylic acid tert-butyl ester

tert-butyl 4-(4-chlorobenzoyl)piperidine-1-carboxylate

4-(4-chlorobenzoyl)piperidine

Refernces

• 1、 -. "1-aryloxy ethyl piperidine-4-yl benzophenone derivative as well as preparation method and application thereof". Paragraph 0070-0072. . Retrieved 2019/11/20.
• 2、 Orjales, Aurelio,Mosquera, Ramón,Toledo, Antonio,Pumar, M. Carmen,García, Neftalí,Cortizo, Lourdes,Labeaga, Luis,Innerárity, Ana. "Syntheses and Binding Studies of New [(Aryl)(aryloxy)methyl]piperidine Derivatives and Related Compounds as Potential Antidepressant Drugs with High Affinity for Serotonin (5-HT) and Norepinephrine (NE) Transporters". . p. 5512 - 5532. Retrieved 2007/10/03.