ChemicalBook CAS DataBase List 2-(4-PIPERIDYL)-2-PROPANOL

2-(4-PIPERIDYL)-2-PROPANOL synthesis

6synthesis methods

Product Name:2-(4-PIPERIDYL)-2-PROPANOL
CAS Number:22990-34-7
Molecular formula:C8H17NO
Molecular Weight:143.23

1-Piperidinecarboxylic acid, 4-(1-hydroxy-1-methylethyl)-, phenylmethyl ester

160809-39-2
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22990-34-7
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Yield: 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol under 760.051 Torr;

Steps:

42-3 Production example 42-3; 4-(1-Hydroxy-1-methylethyl)piperidine
Benzyl 4-(1-hydroxy-1-methylethyl)piperidine-1-carboxylate (1.786 g, 6.44 mmol) synthesised in Production example 42-2 was dissolved in methanol (100 ml) under nitrogen atmosphere; 10% palladium on carbon (50% wet, 1.37 g) was added; the reaction system was purged with hydrogen at atmospheric pressure; and the reaction mixture was stirred overnight. After the reaction system was purged with nitrogen, the catalyst was filtered out, and washed with methanol; the solvent, together with the filtrate and the washing solution, was distilled off; and the residue was dried under reduced pressure to yield the title compound (922 mg, 6.44 mmol, quantitative) as pale gray crystals. ¹H-NMR Spectrum (CDCl₃) δ (ppm): 1.18 (6H, s), 1.26-1.42 (3H, m), 1.74-1.80 (2H, m), 2.57-2.64 (2H, m), 3.14-3.22 (2H, m), 3.48 (1H, s).

References:

Eisai Co., Ltd. EP1522540, 2005, A1 Location in patent:Page/Page column 64