Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropyl iodide | HCID 6362 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 18470626 | HCID 18470626 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18470610 | HCID 18470610 | 94.2% |
Reaction Steps
2-Iodopropane (0.5 ml, 0.005 mol) was added to a suspension of methyl 3,4-dimethoxy-2-hydroxy-6-nitrobenzoate (1 g, 0.0039 mol) and sodium carbonate (1.6 g, 0.015 mol) in dimethylformamide (15 ml) and the reaction stirred at 60° C. for 2 hours. On cooling, the reaction was concentrated under reduced pressure and the residue partitioned between ethyl acetate (25 ml) and water (25 ml). The aqueous layer was further extracted with ethyl acetate (2×25 ml), the combined organic extracts dried (MgSO4), filtered and evaporated under reduced pressure to give the subtitle compound as a crystalline solid (1.1 g, 74%). 1H-NMR (CDCl3): Γ=1.28 (6H, d), 3.94 (9H, m), 4.72 (1H, m), 7.49 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06417194B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-5c1f9c20ee204f3fb499c5d472314b72 |
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| Source note | uspto-grants-2002_07 |
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