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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | (S)-1-(tetrahydrofuran-2-yl)methyl methanesulfonate | HCID 18649743 | — |
| Reactant | 6-Hydroxyisochroman-1-one | HCID 55275183 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one | HCID 66679924 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08501771B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-f91a2390c60e459fa04270b7426cf131 |
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| Source note | uspto-grants-2013_08 |
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