Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178471395 | HCID 178471395 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86660145 | HCID 86660145 | 40% |
Reaction Steps
K2CO3 (15 mg, 0.11 mmol) was added to II (25 mg, 0.073 mmol) in DMF (2 mL) at rt under Ar(g). After 15 min CH3I (5 μL, 0.073 mmol) was added and the reaction was stirred at 70° C. for 22 h. Brine (30 mL) and EtOAc (30 mL) were added, then the phases were separated, and the aqueous phase was extracted with EtOAc (2×20 mL). The organic phases were combined then dried over MgSO4, filtered, and subsequently evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography eluting with hexane/EtOAc (60:40) to furnish III as a colourless oil (10 mg, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748458B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-2fa7a5585a00403baae51e9f28f0e26f |
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| Source note | uspto-grants-2014_06 |
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