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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 708302Generated: October 29, 2026

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

https://huagongshe.com/reaction/708302

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant4-Bromo-3,5-dimethylphenolHCID 81970—
CatalystBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
SolventChloroformHCID 6212—
ProductHCID 59838331HCID 5983833198.7%

Reaction Steps

Pyridinium para-toluenesulfonate (0.01 g) was added to a chloroform solution containing 4-bromo-3,5-dimethylphenol (50 g) and 3,4-dihydro-2H-pyran (35 g), followed by stirring. After confirmation of the degree of reaction progress by thin-layer chromatography (hereinafter referred to as TLC), the reaction was quenched with triethylamine. The organic phase was washed with water and saturated brine in this order. The resulting organic phase was dried over anhydrous magnesium sulfate. Subsequently, the organic phase was concentrated and purified by column chromatography to obtain 70 g (yield: 980) of 2-(4-bromo-3,5-dimethylphenoxy)tetrahydropyran as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09176257B2
Source datasetuspto-grants-2015_11
ORD IDord-52ecc4b162754369ae3a7211314deed3
Source noteuspto-grants-2015_11