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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928879Generated: October 30, 2026

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

https://huagongshe.com/reaction/1928879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant[1-(2-Hydroxy-2-methyl-propyl)-piperidin-4-yl]-carbamic acid ethyl esterHCID 68631449—
SolventTetrahydrofuranHCID 8028—
Product2-Methyl-1-(4-methylamino-piperidin-1-yl)-propan-2-olHCID 60885684100%

Reaction Conditions

Temperature0 °C

Reaction Steps

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+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183380B2
Source datasetuspto-grants-2012_05
ORD IDord-a23d978cc4b34d8281c01b52fcf18319
Source noteuspto-grants-2012_05