Identification | Back Directory | [Name]
(R)-Piperidin-2-ylMethanol | [CAS]
3197-44-2 | [Synonyms]
(2R)-2-Piperidinemethanol (R)-Piperidin-2-ylMethanol (R)-Piperidine-2-ylmethanol 2-Piperidinemethanol, (2R)- [(2R)-piperidin-2-yl]methanol (R)-2-HYDROXYMETHYLPIPERIDINE (R)-piperidin-2-ylmethanol hydrochloride | [EINECS(EC#)]
818-908-8 | [Molecular Formula]
C6H13NO | [MDL Number]
MFCD11036292 | [MOL File]
3197-44-2.mol | [Molecular Weight]
115.17 |
Chemical Properties | Back Directory | [Boiling point ]
98-102 °C(Press: 1.0 Torr) | [density ]
0.951±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
15.08±0.10(Predicted) | [Appearance]
Colorless to off-white Solid-Liquid Mixture |
Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of (R)-piperidin-2-ylmethanol from the compound (CAS:154499-13-5) was as follows: carbon-loaded palladium (500 mg, 10 wt%) was added to a solution of benzyl ethyl acetate (70 mL) of (2R)-2-(hydroxymethyl)piperidine-1-carboxylic acid (5.00 g, 20.06 mmol) and stirred at room temperature in a hydrogen atmosphere reaction mixture for 4 hours. Upon completion of the reaction, the mixture was filtered and the filtrate was supplemented with new carbon-loaded palladium catalyst (300 mg). The reaction was continued with stirring under hydrogen atmosphere for 3 hours. The reaction mixture was filtered again and the filtrate was evaporated to give a brown oily crude product. The crude product was purified by Kugelrohr distillation to give the final (2R)-piperidin-2-ylmethanol (1.51 g, 65% yield). The product was characterized by 1H NMR (CDCl3) with the following chemical shifts: 3.53-3.48 (m, 1H), 3.36-3.31 (m, 1H), 3.02 (d, 1H), 2.61-2.53 (m, 2H), 2.35 (s, 2H), 1.75-1.73 (m, 1H), 1.56-1.47 (m, 2H). 1.40-1.25 (m, 2H), 1.14-1.03 (m, 1H). | [References]
[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 3, p. 809 - 812 [2] Heterocycles, 2003, vol. 60, # 1, p. 57 - 71 [3] Patent: US2010/168143, 2010, A1. Location in patent: Page/Page column 12-13 |
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