Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 6-Oxabicyclo[3.1.0]hexane | HCID 9244 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Chloro-4-(beta-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene | HCID 86600674 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86611025 | HCID 86611025 | — |
Reaction Steps
A mixture of 1-chloro-4-(β-D-glucopyranos-1-yl)-2-(4-hydroxybenzyl)-benzene (0.50 g), cyclopentene oxide (1.50 g) and potassium carbonate (0.45 g) in ethanol (1.5 mL) is stirred for 75 min at 100° C. in a microwave oven. After cooling to ambient temperature, water is added and the resultant mixture is extracted with ethyl acetate. After drying the combined organic phases over sodium sulfate, the solvent is removed and the residue is purified by chromatography on silica gel (dichloromethane/methanol 9:1→1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07683160B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-9c3b25796f544cb9b52452ea1a794630 |
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| Source note | uspto-grants-2010_03 |
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