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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 273370Generated: October 29, 2026

3,4-dihydro-2H-pyran → HCID 59838331, compound

https://huagongshe.com/reaction/273370

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant4-Bromo-3,5-dimethylphenolHCID 81970—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
SolventDichloromethaneHCID 6344—
ProductHCID 59838331HCID 5983833177.3%

Reaction Steps

A solution of 4-bromo-3,5-dimethylphenol (10.5 g, 52.2 mmol), 3,4-dihydro-2H-pyran (8.83 g, 105 mmol) and pyridinium p-toluenesulfonate (2.64 g, 10.5 mmol) in dichloromethane (160 mL) was stirred at room temperature for 80 hrs. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (hexane-20% ethyl acetate/hexane) to give the title compound (11.5 g, yield 77%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456218B2
Source datasetuspto-grants-2008_11
ORD IDord-440fb0438bfa4b4899c679e8538e1366
Source noteuspto-grants-2008_11