Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 23295897 | HCID 23295897 | — |
| Reactant | Theobromine sodium | HCID 66980828 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 23295871 | HCID 23295871 | 67% |
Reaction Steps
To a suspension of sodium theobromine (6.00 g, 30.0 mmol) in dimethylsulfoxide (60 mL) was added 12-methanesulfonyl-1-dodecene and the reaction stirred for 16 hours at 60° C. The mixture was then poured into water (120 mL) and extracted with diethyl ether (2×100 mL). The organic portions were combined, dried using magnesium sulfate and evaporated to give a cream solid. Recrystallization from ethyl acetate/hexane 1:1 yields 6.97 g (67% yield) 1-(11-dodecenyl)-3,7-dimethylxanthine (inventive compound no. 2516) 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-3b99d46d7b2847a18e391c7e79ec13d2 |
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| Source note | uspto-grants-1999_02 |
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