Hydrochloric Acid → 4-Methylpiperidin-4-ol hydrochloride

HRID 1841978Notes

Reaction equation

HRID 1841978 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([OH:15])([CH3:14])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:16].O1CCOCC1>C(Cl)Cl>[ClH:16].[CH3:14][C:11]1([OH:15])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 227308121-Boc-4-methyl-piperidin-4-OL

Product 1

HCID 219492954-Methylpiperidin-4-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 4-hydroxy-4-methyl-piperidine-1-carboxylic acid tert-butyl ester (1.08 g, 4.87 mmol) in DCM (25 mL) is added 4M HCl in 1,4-dioxane (20 mL, 80 mmol) and the reaction stirred at about 25° C. for 18 hours. The reaction is concentrated, suspended in Et2O and heptane, and filtered to afford the title compound (R) as a white powder.

Workup

  1. concentrationThe reaction is concentrated
  2. filtrationheptane, and filtered

Sources & evidence

ORD record
ord-918be3427e3e4141b713aa760ad196bf
Source dataset
uspto-grants-2015_02
Patent number
US08946203B2

Reaction notes

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