Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 66876629 | HCID 66876629 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66876546 | HCID 66876546 | 86% |
Reaction Steps
To acetic acid (42 mL) and acetic anhydride (8.5 mL) was added methyl 3-(2-chloroethoxy)-4-methoxybenzoate (4.0 g, 16.3 mmol) followed by 70% nitric acid (2.8 mL) and the mixture heated at 50° C. for 1 hour. The mixture was poured into H2O, filtered, and washed with H2O to give methyl 5-(2-chloroethoxy)-4-methoxy-2-nitrobenzoate (4.08 g, 14.1 mmol, 86%). 1H NMR (300 MHz, DMSO-d6) δ 7.67 (s, 1H), 7.38 (s, 1H), 4.43 (t, 2H), 3.99 (t, 2H), 3.94 (s, 3H), 3.85 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09320739B2 |
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| Source dataset | uspto-grants-2016_04 |
|---|
| ORD ID | ord-4eee6c1b73c64158b1a8bb6cbbf60adb |
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| Source note | uspto-grants-2016_04 |
|---|