Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chloroethyl methyl ether | HCID 12316 | — |
| Reactant | HCID 14851222 | HCID 14851222 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14851223 | HCID 14851223 | 93.5% |
Reaction Steps
Using a procedure similar to that of Example 2, 0.2 moles of ethyl 2-bromo-3-hydroxy-4-nitrobenzoate and an excess of potassium carbonate (0.35 moles) and 2-chloroethyl methyl ether (0.35 moles) along with a catalytic amount of potassium iodide (7.2 g, 0.045 m) were combined with 350 mL of dimethylformamide. After heating at 70° C. for 4 hours, normal workup gave 0.187 moles of ethyl 2-bromo-3-(2-methoxyethoxy)-4-nitrobenzoate as a viscous oil. This ester can be readily hydrolyzed to its acid using the procedure of Example 8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04957538 |
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| Source dataset | uspto-grants-1990_09 |
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| ORD ID | ord-b6cf212cfc4d417db7d74f90afdb2ecf |
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| Source note | uspto-grants-1990_09 |
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