3-PHENYLPIPERIDINE Chemical Properties

Melting point:

142-143℃

Boiling point:

121°C/9mm

Density 

0.967

refractive index 

1.5256

Flash point:

116℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

clear liquid

pka

10.01±0.10(Predicted)

color 

Colorless to Almost colorless

InChI

InChI=1S/C11H15N/c1-2-5-10(6-3-1)11-7-4-8-12-9-11/h1-3,5-6,11-12H,4,7-9H2

InChIKey

NZYBILDYPCVNMU-UHFFFAOYSA-N

SMILES

N1CCCC(C2=CC=CC=C2)C1

CAS DataBase Reference

3973-62-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-36

Safety Statements 

26-36/37/39

HazardClass 

IRRITANT

HS Code 

2933399990

3-PHENYLPIPERIDINE Usage And Synthesis

Chemical Properties

White crystalline powder

Synthesis

N-benzyl-3-phenylpiperidine (3-1, 65 g, 258.96 mmol) was added palladium carbon (12 g, 18%), anhydrous ethanol (300 mL) and glacial acetic acid (11 mL) in a reaction flask. The reaction was heated to 60 °C for 12 h under 1 atm hydrogen atmosphere. The reaction progress was monitored by TLC and stopped after confirming the complete reaction of the ingredients. The reaction mixture was filtered to remove palladium carbon and the filtrate was concentrated to dryness by rotary evaporation. The residue was dissolved in water (250 mL) and extracted with ethyl acetate (250 mL x 3), the organic layers were combined and dried over anhydrous sodium sulfate. After filtration, the solvent was removed by rotary evaporation to afford 35.2 g of 3-phenylpiperidine (1) in 89.3% yield, and the product was used directly in the subsequent reaction.

References

[1] Patent: CN108203404, 2018, A. Location in patent: Paragraph 0223-0226

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