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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068428Generated: October 30, 2026

Ethyl 1-phenylpiperidine-4-carboxylate → 1-Phenylpiperidine-4-carbaldehyde

https://huagongshe.com/reaction/1068428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 1-phenylpiperidine-4-carboxylateHCID 6470—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
Product1-Phenylpiperidine-4-carbaldehydeHCID 13842992—

Reaction Conditions

Temperature-78 °C

Reaction Steps

The product from Example 28, Step C is dissolved in THF and cooled to −78° C. under nitrogen. A solution of diisobutylaluminum hydride (1 eq.) in toluene is added dropwise. After 30 min, the reaction is quenched with saturated sodium potassium tartrate solution. The mixture is extracted with ethyl acetate, and the organic phase washed with saturated brine, and dried over MgSO4. Filtration and concentration provides the title compound

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248756B1
Source datasetuspto-grants-2001_06
ORD IDord-4c33572b981449f3a3679a6c3c1f1327
Source noteuspto-grants-2001_06