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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591692Generated: October 26, 2026

3,4-dihydro-2H-pyran → 2-(3-Butynyloxy)tetrahydro-2H-pyran

https://huagongshe.com/reaction/591692

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant3-Butyn-1-OLHCID 13566—
ReactantPyridium p-toluenesulfonateHCID 21909214—
SolventDichloromethaneHCID 6344—
Product2-(3-Butynyloxy)tetrahydro-2H-pyranHCID 142440—

Reaction Steps

To but-3-yn-1-ol (40.0 g, 570.0 mmol) and 3,4-dihydro-2H-pyran (48.0 g, 570.0 mmol) in anhydrous dichloromethane (350 mL) was added pyridium p-toluenesulfonate (0.45 g, 1.80 mmol). The mixture was stirred at room temperature for 16 hours. Solvent was evaporated, and the residue was purified by vacuum distillation to give 2-but-3-ynyloxy-tetrahydro-pyran as a light yellow liquid. Yield: 60.0 g (68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238640B2
Source datasetuspto-grants-2016_01
ORD IDord-a615497ebdd4404ea2839808b235fd3b
Source noteuspto-grants-2016_01