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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417468Generated: November 1, 2026

4-Hydroxybenzaldehyde → tert-Butyl 4-(4-formylphenoxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/2417468

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantEthyl AcetateHCID 8857—
ReactantTriphenylphosphineHCID 11776—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 4-(4-formylphenoxy)piperidine-1-carboxylateHCID 22632605—

Reaction Steps

770 mg (3.83 mmol) of 1-t-butoxycarbonyl-4-hydroxypiperidine and 467 mg (3.83 mmol) of 4-hydroxybenzaldehyde were dissolved in 20 ml of THF. 1.2 g (4.6 mmol) of triphenylphosphine and 790 mg (4.6 mmol) of N,N,N′,N′-tetramethylazodicarboxyamide were added to the obtained solution, and they were stirred overnight. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825191B2
Source datasetuspto-grants-2004_11
ORD IDord-d3a2d00655474646b133cf81cf54c220
Source noteuspto-grants-2004_11