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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479603Generated: October 26, 2026

4-Hydroxybenzaldehyde → 4-(2-Tetrahydro-2H-pyranoxy)benzaldehyde

https://huagongshe.com/reaction/479603

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Tetrahydro-2H-pyranoxy)benzaldehydeHCID 11252736—

Reaction Steps

40.0 g of 4-hydroxybenzaldehyde are dissolved in 400 ml of abs. THF under a protective-gas atmosphere, 55.1 g of dihydropyran and 13.7 g of pyridinium p-toluenesulfonate are added, and the mixture is stirred overnight at room temperature. The solvent is removed in a rotary evaporator, and the residue is subjected to conventional work-up, giving 4-(tetrahydropyran-2-yloxy)benzaldehyde (“BA”) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06645991B1
Source datasetuspto-grants-2003_11
ORD IDord-4c452461370e4d9e8bf9bcf189ef2201
Source noteuspto-grants-2003_11