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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1163300Generated: October 27, 2026

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

https://huagongshe.com/reaction/1163300

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant4-Bromo-m-cresolHCID 72857—
CatalystBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
SolventDichloromethaneHCID 6344—
Product2-(4-bromo-3-methylphenoxy)tetrahydro-2H-pyranHCID 23111838104.1%

Reaction Steps

A solution of 4-bromo-3-methylphenol (4.72 g, 25.2 mmol), 3,4-dihydro-2H-pyran (3.18 g, 37.8 mmol) and pyridinium p-toluenesulfonate (0.628 g, 2.50 mmol) in dichloromethane (100 mL) was stirred at room temperature for 24 hr. The reaction mixture was washed with water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (7.11 g, including unreacted 3,4-dihydro-2H-pyran) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820837B2
Source datasetuspto-grants-2010_10
ORD IDord-76e39213654f4f4c9258d92342410c5e
Source noteuspto-grants-2010_10