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ChemicalBook CAS DataBase List 4-Hydroxy-3-methylpiperidine
33557-57-2

4-Hydroxy-3-methylpiperidine synthesis

4synthesis methods
1-Benzyl-3-methyl-piperidin-4-ol

91600-19-0

4-Hydroxy-3-methylpiperidine

33557-57-2

The general procedure for the synthesis of 4-hydroxy-3-methylpiperidine from 1-benzyl-3-methylpiperidin-4-ol was as follows: N-benzyl-3-methylpiperidin-4-ol (5.16 g, 25.13 mmol) was dissolved in 50 mL of a solvent mixture of THF and MeOH (1:1, v/v), 20% Pd/C catalyst (0.5 g) was added, and the reaction was carried out at a hydrogen 50 psi pressure for 20 hours. Upon completion of the reaction, the crude product was filtered through diatomaceous earth and subsequently concentrated under vacuum conditions. The crude product (2.89 g, 99% yield) was analyzed by mass spectrometry (EI) to give m/z 116.0 (M + 1).

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Yield:33557-57-2 99%

Reaction Conditions:

with hydrogen;palladium on carbon in tetrahydrofuran;methanol; under 2585.81 Torr; for 20 h;

Steps:

A.5.3

N-BENZYL-3-METHYLPIPERIDIN-4-OL (5.16 g, 25.13 mmol) was dissolved in 50 mL THF: MeOH 1: 1, with 20% Pd/C (0.5 g) and subjected to 50 psi of hydrogen gas for 20 hours. The crude product was then filtered through celite and then concentrated in vacuo. The crude product was analyzed (2.89 g, 99%) by MS (EI) : m/z 116.0 (M + 1).

References:

WO2005/26145,2005,A2 Location in patent:Page/Page column 103

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