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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412547Generated: October 31, 2026

4-Hydroxybenzaldehyde → 4-(1-tert-Butoxycarbonylpyrrolidin-3-yloxy)benzaldehyde

https://huagongshe.com/reaction/412547

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant1-Boc-3-pyrrolidinolHCID 4416939—
SolventTetrahydrofuranHCID 8028—
Product4-(1-tert-Butoxycarbonylpyrrolidin-3-yloxy)benzaldehydeHCID 1853650567.1%

Reaction Steps

To a solution of 3-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester (3.07 g), 4-hydroxybenzaldehyde (2 g) and triphenylphosphine (4.51 g) in tetrahydrofuran (50 ml) was added diethyl azodicarboxylate (2.7 ml), and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (hexane:acetone=5:1) and dried under reduced pressure to give the title compound (3.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-49fedf1ae96744f2a794af65cd741eff
Source noteuspto-grants-2003_05