Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178496726 | HCID 178496726 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 59094511 | HCID 59094511 | 35.4% |
Reaction Steps
A solution of 3-[(3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-4H-1,2,4-triazole (Preparation 20) (1.0 g, 4.2 mmol), potassium carbonate (0.57 g, 4.2 mmol) and iodoethane (0.33 ml, 4.2 mmol) in acetone (10 ml) was heated under reflux for one hour. Further iodoethane (0.05 ml, 0.6 mmol) and potassium carbonate (0.1 g, 0.7 mmol) were added and heating under reflux continued for 30 minutes. The reaction mixture was allowed to cool to room temperature and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluting with a gradient system of dichloromethane gradually changing to dichloromethane:methanol (97:3 by volume) to give the title compound (0.4 g) (TLC data—Rf 0.65 in solvent system dichloromethane:methanol 95:5 by volume).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06624158B2 |
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| Source dataset | uspto-grants-2003_09 |
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| ORD ID | ord-31cd17debb15445cb845e02141e42a61 |
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| Source note | uspto-grants-2003_09 |
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