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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650636Generated: November 3, 2026

3,4-dihydro-2H-pyran → HCID 14523530, compound

https://huagongshe.com/reaction/1650636

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
Reactant4-(Bromomethyl)benzoic acidHCID 22599—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 14523530HCID 1452353054.6%

Reaction Steps

In a mixed solvent of dichloromethane and tetrahydrofuran was dissolved 5 g of p-bromomethylbenzoic acid, and 10 g of dihydropyran and 585 mg of pyridinium p-toluenesulfonate were added to the solution and the mixture was stirred at room temperature for 6 hours. The thus-obtained solution was washed with a saturated aqueous solution of NaHCO3 and a saturated aqueous solution of sodium chloride, dried on anhydrous magnesium sulfate and concentrated. The concentrate was recrystallized from a mixed solvent of n-hexane, ethyl acetate and chloroform to obtain 3.8 g of tetrahydropyranyl p-bromomethylbenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04925591
Source datasetuspto-grants-1990_05
ORD IDord-58998a1650764f2991f4e156262d487c
Source noteuspto-grants-1990_05