| Identification | Back Directory | [Name]
4-(2-METHOXYPHENYL)PIPERIDINE | [CAS]
58333-75-8 | [Synonyms]
4-(2-Methoxyphenyl)
2-(Piperidin-4-yl)anisole
4-(2-METHOXYPHENYL)PIPERIDINE
Piperidine,4-(2-methoxyphenyl)- | [Molecular Formula]
C12H17NO | [MDL Number]
MFCD00277219 | [MOL File]
58333-75-8.mol | [Molecular Weight]
191.27 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Synthesis]
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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