HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913839Generated: October 31, 2026
Cesium carbonate → 6-[(S)-1-(Tetrahydrofuran-2-yl)methoxy]isochroman-1-one
https://huagongshe.com/reaction/1913839
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 to 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 was thus obtained with the molecular weight of 248.28 (C14H16O4); MS (ESI): 249 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609731B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-479277afa50642e5ab09e55d4fed40ca |
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| Source note | uspto-grants-2013_12 |
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