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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969379Generated: November 1, 2026

3,4-dihydro-2H-pyran → HCID 15482800, compound

https://huagongshe.com/reaction/1969379

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-dihydro-2H-pyranHCID 8080—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant(S)-(+)-gamma-Hydroxymethyl-gamma-butyrolactoneHCID 2733813—
SolventDichloromethaneHCID 6344—
ProductHCID 15482800HCID 1548280088.1%

Reaction Steps

To a mixture of (S)-5-(hydroxymethyl)-dihydrofuran-2(3H)-one (1.78 g, 0.0153 mol) and 3,4-dihydro-2H-pyran (2.62 g, 0.0312 mol, Alfa) in 40 mL of CH2Cl2 was added PPTS (0.391 g, 0.00156 mol, Aldrich) slowly. After stirring at rt overnight, the reaction mixture was quenched with 5 mL of water. The mixture was extracted with EtOAc (50 mL×2). The combined organic phases were dried over Na2SO4 and concentrated in vacuo to give pale yellow oil. The crude product was purified by a silica gel column chromatography (3:1 (v/v) petroleum ether/EtOAc) to afford the title compound as colorless oil (2.7 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426585B2
Source datasetuspto-grants-2013_04
ORD IDord-d0ec3e3bdf574fefa094159992623da9
Source noteuspto-grants-2013_04