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3197-44-2

3197-44-2 Structure

3197-44-2 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H315-H335-H227
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P210-P280-P370+P378-P403+P235-P501
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-Piperidin-2-ylMethanol(3197-44-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

(+)-2-(Hydroxymethyl)-1-piperidinecarboxylic Acid Phenylmethyl Ester

154499-13-5

(R)-Piperidin-2-ylMethanol

3197-44-2

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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