Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-Iodo-2-nitrobenzoic acid | HCID 18919883 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-iodo-2-nitrobenzoate | HCID 58476577 | 96% |
Reaction Steps
To a solution of 4-iodo-2-nitrobenzoic acid (2.3 g, 7.9 mmol) in DMF (30 mL) was added DBU (2.4 mL, 16 mmol) followed by iodomethane (1.5 mL, 24 mmol). The reaction mixture was allowed to stir at 0° C. for 15 min, then slowly allowed to warm to rt and to stir overnight. After 12 h, the reaction mixture was poured into 200 mL of H2O and extracted with EtOAc (2×100 mL). The organic solutions were combined, washed with H2O (2×100 mL), dried over Na2SO4, filtered and concentrated to give methyl 4-iodo-2-nitrobenzoate (2.3 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07998952B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-c4832796fd754b3db11b7bb2d7599b02 |
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| Source note | uspto-grants-2011_08 |
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