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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 424303Generated: October 26, 2026

4-Hydroxybenzoic Acid → 4-(tetrahydro-2H-pyran-2-yloxy)benzoic acid

https://huagongshe.com/reaction/424303

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Hydroxybenzoic AcidHCID 135—
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantPyridinium.p-toluenesulfonateHCID 22033616—
SolventDiethyl EtherHCID 3283—
Product4-(tetrahydro-2H-pyran-2-yloxy)benzoic acidHCID 11183645—

Reaction Steps

To an ice-cooled mixture of 4-hydroxybenzoic acid (13.81 g) in 250 ml of diethylether containing 1.98 g of pyridinium p-toluenesulphonic acid, 3,4-dihydro-2H-pyran (16 g) was drop wise added. After complete addition stirring was continued at temperature below +8° C. for 4 h and the white precipitate was filtered off, washed twice with 100 ml of +4° C. pre-cooled diethylether and dried to give nearly pure 4-(tetrahydro-2H-pyran-2-yloxy)benzoic acid as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08105662B2
Source datasetuspto-grants-2012_01
ORD IDord-c7763484ead34970ac2552da47af3675
Source noteuspto-grants-2012_01