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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019239Generated: October 30, 2026

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

https://huagongshe.com/reaction/1019239

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant3-Bromo-1-propanolHCID 12308—
Catalystp-Toluenesulfonic acidHCID 6101—
SolventDichloromethaneHCID 6344—
Product2-(3-Bromopropoxy)tetrahydro-2H-pyranHCID 277798896%

Reaction Steps

To a solution of 5.8 g (42 mmol) of 3-bromopropanol prepared in step B and 3.5 g (42 mmol) of dihydropyran in 15 mL of methylene chloride is added 20 mg (0.116 mmol) of p-toluenesulfonic acid, and the reaction mixture is stirred at room temperature for 7 hours, then washed with 10% NaOH solution and brine, dried, and evaporated to dryness to give 8.7 g of title product in 96% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06486201B1
Source datasetuspto-grants-2002_11
ORD IDord-55dbd742ef9946b4a4c882609ed12743
Source noteuspto-grants-2002_11