4-(2,4-Difluorobenzoyl)piperidine-1-carbaldehyde

Base Information

• Chemical Name: 4-(2,4-Difluorobenzoyl)piperidine-1-carbaldehyde
• CAS No.: 84162-80-1
• Molecular Formula: C13H13F2NO2
• Molecular Weight: 253.249
• Hs Code.: 2933399090
• European Community (EC) Number: 617-537-7
• DSSTox Substance ID: DTXSID90465164
• Wikidata: Q82290910
• Mol file: 84162-80-1.mol

Synonyms:84162-80-1;4-(2,4-difluorobenzoyl)piperidine-1-carbaldehyde;1-FORMYL-4-(2,4-DIFLUOROBENZOYL)PIPERIDINE;4-(2,4-Difluorobenzoyl)-1-piperidinecarbaldehyde;SCHEMBL8803931;DTXSID90465164;YTHQJLIGWJTKPG-UHFFFAOYSA-N;4-(2,4-difluorobenzoyl)-1-formylpiperidine;4-(2,4-Difluorobenzoyl)-N-formylpiperidine;4-(2,4-difluorobenzoyl)piperidine-1-carboxaldehyde

Chemical Property of 4-(2,4-Difluorobenzoyl)piperidine-1-carbaldehyde

Chemical Property:

• Melting Point: 64-66 °C
• Boiling Point: 402.6±45.0 °C(Predicted)
• PKA: -1.70±0.40(Predicted)
• PSA: 37.38000
• Density: 1.336±0.06 g/cm3(Predicted)
• LogP: 2.58970
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 253.09143498
• Heavy Atom Count: 18
• Complexity: 316

Purity/Quality:

98% ^*data from raw suppliers

1-FORMYL-4-(2,4-DIFLUOROBENZOYL)PIPERIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CCC1C(=O)C2=C(C=C(C=C2)F)F)C=O

Technology Process of 4-(2,4-Difluorobenzoyl)piperidine-1-carbaldehyde

There total 3 articles about 4-(2,4-Difluorobenzoyl)piperidine-1-carbaldehyde 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: 88.0%

1,3-Difluorobenzene (372-18-9) + 1-formylisonipecotoyl chloride (84163-43-9) → 4-(2,4-difluorobenzoyl)-1-piperidinecarboxaldehyde (84162-80-1)

Guidance literature:

With aluminium trichloride; In dichloromethane; for 4h; cooling;

Reference yield:

isonipecotic acid (498-94-2) → 4-(2,4-difluorobenzoyl)-1-piperidinecarboxaldehyde (84162-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetic anhydride / 1 h / 55 - 60 °C

1.2: 95 percent / 14 h / 0 - 5 °C

2.1: thionyl chloride / CH₂Cl₂ / 3 h / 35 - 40 °C

3.1: 88 percent / AlCl₃ / CH₂Cl₂ / 4 h / cooling

With aluminium trichloride; thionyl chloride; acetic anhydride; In dichloromethane; 3.1: Friedel-Crafts acylation;

Reference yield:

1-Formylisonipecotic acid (84163-42-8,67659-34-1,67659-33-0) → 4-(2,4-difluorobenzoyl)-1-piperidinecarboxaldehyde (84162-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / CH₂Cl₂ / 3 h / 35 - 40 °C

2: 88 percent / AlCl₃ / CH₂Cl₂ / 4 h / cooling

With aluminium trichloride; thionyl chloride; In dichloromethane; 2: Friedel-Crafts acylation;

upstream raw materials:

1,3-Difluorobenzene

1-formylisonipecotoyl chloride

isonipecotic acid

1-Formylisonipecotic acid

Downstream raw materials:

3-benzyloxy-2-(S)-[4-(6-fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl]-1-propanol

6-fluoro-3-(piperidin-4-yl)benzo[d]isoxazole hydrochloride

4-[4-Fluoro-2-(phenylmethylthio)benzoyl]-1-piperidinecarboxaldehyde

6-fluoro-3-(4-piperidinyl)benzo[d]isoxazole

Refernces

• 1、 Basappa,Mantelingu,Sadashiva,Rangappa. "A simple and efficient method for the synthesis of 1,2-benzisoxazoles: A series of its potent acetylcholinesterase inhibitors". . p. 1954 - 1957. Retrieved 2007/10/03.
• 2、 Strupczewski, Joseph T.,Allen, Richard C.,Gardner, Beth Ann,Schmid, Blaine L.,Stache, Ulrich,et al.. "Synthesis and Neuroleptic Activity of 3-(1-Substituted-4-piperidinyl)-1,2-benzisoxazoles". . p. 761 - 769. Retrieved 2007/10/02.