Water → 2-Methyl-1-(4-methylamino-piperidin-1-yl)-propan-2-ol

HRID 1928879Notes

Reaction equation

C(O[C:4](=O)[NH:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][C:13]([OH:16])([CH3:15])[CH3:14])[CH2:8][CH2:7]1)C.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:15][C:13]([OH:16])([CH3:14])[CH2:12][N:9]1[CH2:10][CH2:11][CH:6]([NH:5][CH3:4])[CH2:7][CH2:8]1

Participants

Conditions

Temperature: 0 °C

Procedure

A mixture of the above described [1-(2-hydroxy-2-methyl-propyl)-piperidin-4-yl]-carbamic acid ethyl ester (2.35 g, 10 mmol) in tetrahydrofuran (40 mL) with lithium aluminum hydride (913 mg, 24 mmol) was refluxed for 16 h. Cooled to 0° C., added water (0.913 mL), then at 23° C. 15% NaOH solution (2.739 mL), then again water (0.913 mL), stirred at 23° C. for 30 min, filtered the solid off, washed with tetrahydrofuran, the filtrate was evaporated to give the title compound as a colorless oil (1.80 g, 100%); MS: m/e=187.2 (M+H+).

Workup

additionA mixture of the
temperaturewas refluxed for 16 h
customat 23° C
filtrationfiltered the solid off,
washwashed with tetrahydrofuran
customthe filtrate was evaporated

Sources & evidence

ORD record: ord-a23d978cc4b34d8281c01b52fcf18319
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08183380B2

Reaction notes

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