HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Nitroindole → 3-(2-Methoxy-4-methoxycarboxybenzyl)-5-nitroindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Nitroindole | HCID 22523 | — |
| Reactant | Methyl 4-bromoethyl-3-methoxybenzoate | HCID 54171960 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-(2-Methoxy-4-methoxycarboxybenzyl)-5-nitroindole | HCID 11473263 | 55.6% |
Reaction Steps
Silver oxide (2.32 grams) was added to a solution of 5-nitroindole (1.62 grams) and methyl 4-bromoethyl-3-methoxybenzoate (2.6 grams) in 10 mL of dioxane. The mixture was heated at 60° for 20 hours. The dioxane was evaporated and ethyl acetate was added to the residue. The resulting suspension was filtered. The filtrate was evaporated and the residue was purified on silica with hexane/ethyl acetate to give 1.8 grams of title compound, m.p. 162°-163°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05280039 |
| Source dataset | uspto-grants-1994_01 |
| ORD ID | ord-ce1681b5c4e74217aea779480d0dc437 |
| Source note | uspto-grants-1994_01 |