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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887549Generated: October 29, 2026

Cesium carbonate → 6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one

https://huagongshe.com/reaction/1887549

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant(S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonateHCID 18649743—
Reactant6-Hydroxyisochroman-1-oneHCID 55275183—
SolventDimethylformamideHCID 6228—
Product6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-oneHCID 66679924—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 6-hydroxyisochroman-1-one (332 mg), methanesulfonic acid (S)-1-(tetrahydrofuran-2-yl)methyl ester (284 mg), cesium carbonate (1.28 g) and DMF (8 mL) was heated at 70° C. for 7 hours. The cooled reaction mixture was partitioned between water and ethyl acetate. The organic phase was dried and concentrated. The crude product was purified by chromatography on silica gel. The product with the molecular weight of 248.28 (C14H16O4) was obtained in this way; MS (ESI): 249 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501771B2
Source datasetuspto-grants-2013_08
ORD IDord-f91a2390c60e459fa04270b7426cf131
Source noteuspto-grants-2013_08