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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942497Generated: November 1, 2026

Acetone → HCID 53256475, compound

https://huagongshe.com/reaction/1942497

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantSodium BicarbonateHCID 516892—
Reactanttert-butyl (3R)-3-aminopiperidine-1-carboxylateHCID 1501974—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventAcetic AcidHCID 176—
SolventEthanolHCID 702—
ProductHCID 53256475HCID 53256475—

Reaction Conditions

Temperature60 °C

Reaction Steps

Commercially available tert-butyl (3R)-3-aminopiperidine-1-carboxylate (6.67 g) was dissolved in ethanol (100 ml), and thereto were added acetone (12.2 ml) and acetic acid (2.0 ml), and the mixture was heated at 60° C. with stirring. Seven hours later, to the mixture was added sodium triacetoxyborohydride (9.67 g), and the mixture was stirred at room temperature for 14 hours. To the reaction mixture was added a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with chloroform. The organic layer was washed with a saturated aqueous sodium chloride solution, dried over sodium hydrogen sulfate, filtered and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (the developing solvent: chloroform/methanol=30/1, 15/1, 10) to give the title compound (7.78 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389511B2
Source datasetuspto-grants-2013_03
ORD IDord-ea89bf2b5ab94d3c9e92f492e3784755
Source noteuspto-grants-2013_03