Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl acetate hexane | HCID 21226206 | — |
| Reactant | HCID 23295870 | HCID 23295870 | — |
| Reactant | Theobromine sodium | HCID 66980828 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 23295974 | HCID 23295974 | 48.8% |
Reaction Steps
To a suspension of sodium theobromine (9.05 g, 50.0 mmol) in dimethylsulfoxide (90 mL) was added 7-methanesulfonyl-1-heptene (9.30 g, 48.2 mmol). The reaction was stirred for 16 hours at 60° C. The mixture was then poured into water (100 mL) and extracted with ethyl acetate (3×100 mL). The organic portions were combined, dried, and evaporated to give an orange solid. Chromatography (silica, ethyl acetate/hexane) yielded 6.50 g (47% yield) 1-(6-Heptenyl)-3,7-dimethylxanthine (inventive compound no. 1534) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05866576 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-696635abf8234077a4c14a62aa0ef9a4 |
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| Source note | uspto-grants-1999_02 |
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