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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177489Generated: October 29, 2026

Water → Rac-3-cyclohexyl-1-methyl-piperidin-3-ylamine

https://huagongshe.com/reaction/2177489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 59438513HCID 59438513—
SolventTetrahydrofuranHCID 8028—
Solventtert-Butyl methyl etherHCID 15413—
ProductRac-3-cyclohexyl-1-methyl-piperidin-3-ylamineHCID 5943851287.2%

Reaction Conditions

Temperature65 °C

Reaction Steps

To 2.06 ml of a 2.5M lithium aluminium hydride solution in tetrahydrofuran cooled to 0° C. was added dropwise a solution of 452 mg (2.15 mmol) rac-5-amino-5-cyclohexyl-1-methyl-piperidin-2-one in 6 ml tetrahydrofuran. Then the solution was heated to 65° C. for 1 hour. The turbid reaction solution was cooled with an ice bath and below 12° C. were added drop-wise 0.13 ml water, 0.32 ml 2N NaOH and further 0.19 ml water. The suspension was diluted with tert-butyl methyl ether, dried over sodium sulfate, filtered and evaporated: 368 mg title compound were obtained as colourless oil which was used without purification for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067911B2
Source datasetuspto-grants-2015_06
ORD IDord-1d3d82e709a2400bb230bab158d27f93
Source noteuspto-grants-2015_06