N-Benzylpiperidine-4-carboxaldehyde

N-Benzylpiperidine-4-carboxaldehyde structure
  • CAS No.:22065-85-6
Other grades of this product :
N-Benzylpiperidine-4-carboxaldehyde Basic information
Synthesis
Product Name:N-Benzylpiperidine-4-carboxaldehyde
Synonyms:1-(Phenylmethyl)-4-piperidinecarbaldehyde;1-Benzyl-4-piperidinecarboxaldehyde,1-Benzyl-4-formylpiperidine;N-Benzylpiperidine-4-carboxyaldehyde;N-Benzy-4-Piperidine Carboxaldehyde;1-Benzyl-4-formylpiperidine, [(4-Formylpiperidin-1-yl)methyl]benzene;1-Benzylisonipecotaldehyde;N-Benzylpiperidine-4-carboxaldehyde 95%;N-BENZYLPIPERIDINE-4-CARBOXALDEHYDE
CAS:22065-85-6
MF:C13H17NO
MW:203.28
EINECS:244-757-7
Product Categories:pharmacetical;Alcohol Aldehyde & acid series;Piperidine;(intermediate of donepezil);Aromatics;Heterocycles;Building Blocks;Heterocyclic Building Blocks;Piperidines
Mol File:22065-85-6.mol
N-Benzylpiperidine-4-carboxaldehyde Chemical Properties
Melting point 145-149 °C
Boiling point 315.4 °C/760 mmHg
density 1.026 g/mL at 25 °C
refractive index n20/D 1.537
Fp >230 °F
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Acetone (Slightly), Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Sli
form Liquid
pka8.04±0.10(Predicted)
color Clear colorless to pale yellow
Sensitive Air Sensitive
InChIKeySGIBOXBBPQRZDM-UHFFFAOYSA-N
CAS DataBase Reference22065-85-6(CAS DataBase Reference)
Safety Information
Hazard Codes T
Risk Statements 25-41
Safety Statements 26-28-36/37/39
RIDADR UN 2810 6.1/PG 3
WGK Germany 3
HazardClass IRRITANT
PackingGroup Ⅲ
HS Code 29333990
MSDS Information
ProviderLanguage
SigmaAldrich English
N-Benzylpiperidine-4-carboxaldehyde Usage And Synthesis
SynthesisA round bottom flask was charged with oxalyl chloride (16.2 g, 0.12 mol), dichloromethane (150 mL) and anhydrous dimethyl sulfoxide (20 mL). Stir the reaction mixture mass in a cryo bath at -70 °C for 15 min. The resulting mixture is charged dropwise with N-benzyl piperidine alcohol 3 (20 g, 0.097 mol), along with triethylamine (24.6 g, 0.24 mol) and continued stirring for the next 15 min. After that, the mass is allowed to attain room temperature overnight, then diluted with dichloromethane (100 mL) and quenched with cold water. The organic layer was washed subsequently with 5 % HCl solution, brine solution, 5 % sodium bicarbonate solution and dried over sodium sulfate. Toluene was removed in vacuo to afford N-Benzylpiperidine-4-carboxaldehyde (19.2 g, 96 %).
Chemical PropertiesColorless Oil
UsesReactant for:
  • Stereospecific allylic alkylation
  • Reactions of Grignard reagents with carbonyl compounds
  • Fluorodenitrations and nitrodehalogenations for labeled PET ligands and fluoropharmaceuticals
  • Selective α1 receptor antagonists
Reactant for synthesis of:
  • Donepezil
  • MCH-R1 antagonists
N-Benzylpiperidine-4-carboxaldehyde Preparation Products And Raw materials

Important Notice

  1. This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
  2. This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
  3. The purchaser must not use this product, or supply it to another party, for personal consumption, sports or fitness, weight loss, health supplements, food, or animal feed.

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