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

Flash point:

>230 °F

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

solubility 

Acetone (Slightly), Chloroform (Slightly), Dichloromethane (Slightly), DMSO (Sli

form 

Liquid

pka

8.04±0.10(Predicted)

color 

Clear colorless to pale yellow

Sensitive 

Air Sensitive

InChIKey

SGIBOXBBPQRZDM-UHFFFAOYSA-N

CAS DataBase Reference

22065-85-6(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

• Language:English Provider:SigmaAldrich

N-Benzylpiperidine-4-carboxaldehyde Usage And Synthesis

Synthesis

A 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 Properties

Colorless Oil

Uses

Reactant for:

• Stereospecific allylic alkylation
• Reactions of Grignard reagents with carbonyl compounds
• Fluorodenitrations and nitrodehalogenations for labeled PET ligands and fluoropharmaceuticals
• Selective α1 receptor antagonists

• Donepezil
• MCH-R1 antagonists

N-Benzylpiperidine-4-carboxaldehyde(22065-85-6)Related Product Information

• Benzyl chloride
• DROPERIDOL
• N-Benzyl-4-piperidone
• Benzyltrimethylammonium chloride
• Benzyltriethylammonium chloride
• Haloperidol
• Ethyl 1-benzylpiperidine-4-carboxylate
• Phenylacetone
• Diphenoxylate
• 1-BENZYL-3-OXO-PIPERIDINE-4-CARBOXYLIC ACID ETHYL ESTER
• 8-BENZYL-1,3,8-TRIAZASPIRO[4.5]DECANE-2,4-DIONE
• 4-AMINO-1-BENZYL-PIPERIDINE-4-CARBOXYLIC ACID
• Ethyl N-benzyl-3-oxo-4-piperidine-carboxylate hydrochloride
• 4-Anilino-1-benzyl-4-piperidinecarboxylic acid
• 1-BENZOYLPIPERIDINE-4-CARBOXYLIC ACID
• Ethyl1-(4-Bromo-benzyl)-piperidine-4-carboxylate
• N-BENZYL-4-AMINO-PIPERIDINE-4-CARBOXAMIDE
• 1-benzyl-4-phenylpiperidine-4-carboxylic acid