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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394012Generated: October 28, 2026

Cyclohexanecarboxaldehyde → HCID 69101439, compound

https://huagongshe.com/reaction/394012

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanecarboxaldehydeHCID 16275—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 69100742HCID 69100742—
CatalystZincchlorideHCID 3007855—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
ProductHCID 69101439HCID 69101439—

Reaction Steps

To a solution of 600 mg of 3-(benzyloxycarbonyl)amino-N-{((3S)-3-piperidyl)methyl}propanamide in 3 ml of methanol, a solution of 150 mg of sodium cyanoborohydride and 160 mg of zinc chloride in 8.1 ml of methanol, and 0.30 ml of cyclohexanecarbaldehyde were added at room temperature, followed by an hour's stirring at the same temperature. The reaction liquid was diluted with ethyl acetate and successively washed with saturated aqueous sodium bicarbonate solution and saturated saline, followed by drying over anhydrous sodium sulfate. Upon distilling the solvent off under reduced pressure, 775 mg of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809108B1
Source datasetuspto-grants-2004_10
ORD IDord-bda88438554d4190a04f1d7c42eaba6b
Source noteuspto-grants-2004_10