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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887542Generated: October 27, 2026

Water → 6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one

https://huagongshe.com/reaction/1887542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant(Tetrahydrofuran-2-yl)methyl methanesulfonateHCID 266119—
Reactant6-Hydroxyisochromen-1-oneHCID 66879699—
SolventDimethylformamideHCID 6228—
Product6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-oneHCID 66878936—

Reaction Conditions

Temperature80 °C

Reaction Steps

Methanesulfonic acid tetrahydrofuran-2-ylmethyl ester (2.7 g) and cesium carbonate (12 g) were added to a solution of 6-hydroxyisochromen-1-one (2 g) in DMF (50 mL) and the mixture was stirred at 80° C. for 7 h. After addition of water, the mixture was extracted with dichloromethane, dried over magnesium sulfate and concentrated. The product with the molecular weight of 246.27 (C14H14O4) was obtained in this way; MS (ESI): 247 (M+H+). 6-[(R)-1-(Tetrahydrofuran-2-yl)methoxy]isochromen-1-one was synthesized analogously.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501771B2
Source datasetuspto-grants-2013_08
ORD IDord-79b0d73904a642d8a184a9388cbecde8
Source noteuspto-grants-2013_08