Basic information Safety Supplier Related

4-(2-METHOXYPHENYL)PIPERIDINE

Basic information Safety Supplier Related

4-(2-METHOXYPHENYL)PIPERIDINE Basic information

Product Name:
4-(2-METHOXYPHENYL)PIPERIDINE
Synonyms:
  • 4-(2-METHOXYPHENYL)PIPERIDINE
  • 2-(Piperidin-4-yl)anisole
  • Piperidine,4-(2-methoxyphenyl)-
  • 4-(2-Methoxyphenyl)
CAS:
58333-75-8
MF:
C12H17NO
MW:
191.27
Mol File:
58333-75-8.mol
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4-(2-METHOXYPHENYL)PIPERIDINE Chemical Properties

Melting point:
54 °C
Boiling point:
115-118 °C(Press: 1.1 Torr)
Density 
1.003±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
10.22±0.10(Predicted)
Appearance
Off-white to light brown Solid
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38-52/53
Safety Statements 
26-36/37/39-61
Hazard Note 
Irritant
HS Code 
2933399990
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4-(2-METHOXYPHENYL)PIPERIDINE Usage And Synthesis

Synthesis

201609-29-2

58333-75-8

General procedure for the synthesis of 4-(2-methoxyphenyl)piperidine-1-carboxylic acid tert-butyl ester from 4-(2-methoxyphenyl)piperidine-1-carboxylic acid: a solution of 4-(2-methoxyphenyl)piperidine-1-carboxylic acid tert-butyl ester (70 mg, 0.24 mmol) with 10% wet Pd/C (10 mg) in 10 mL of ethyl acetate was purged three times with N2 and then stirred in H2 atmosphere (50 psi) with stirring overnight. After completion of the reaction, the suspension was filtered and the filtrate was evaporated in vacuum to give 4-(2-methoxyphenyl)piperidine (70 mg, yield: 99%) as a colorless oil. 4-(2-methoxyphenyl)piperidine (70 mg, 0.24 mmol) was dissolved in 5 mL HCl/dioxane and stirred overnight at room temperature. After completion of the reaction, the solution was evaporated to dryness in vacuum. The solid was washed with ether to give 4-(2-methoxyphenyl)piperidine hydrochloride (35 mg, yield: 76%) as a white solid.

References

[1] Patent: WO2014/100501, 2014, A1. Location in patent: Paragraph 00407
[2] Bioorganic and Medicinal Chemistry Letters, 1998, vol. 8, # 14, p. 1851 - 1856
[3] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8685 - 8699,15
[4] Journal of Medicinal Chemistry, 2012, vol. 55, # 20, p. 8685 - 8699

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