HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 5-Carboethoxy-3-ethoxymethylene-7-azaoxindole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Methanol, 1,1-diethoxy-, 1-acetate | HCID 84166 | — |
| Reactant | ethyl 2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate | HCID 15504072 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-Carboethoxy-3-ethoxymethylene-7-azaoxindole | HCID 53870564 | 69% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
5-Carboethoxy-7-azaoxindole (0.040 g, 0.19 mmol) and diethoxymethylacetate (0.16 mL, 0.97 mmol) were combined and dissolved in acetic acid (1 mL). The reaction was warmed to 110° C. and stirred at this temperature for 1 h. The reaction was cooled to room temperature and diethyl ether was added to precipitate a beige solid that was collected by filtration (35 mg, 69% yield). 1H NMR 400 MHz (DMSO-d6) δ11.30 (s, 1H); 8.58 (s, 1H); 8.05 (s, 1H); 7.93 (s, 1H); 4.44 (m, 2H); 4.28 (m, 2H); 1.35 (m 3H); 1.28 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818632B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-073f5407b5a747ae9a21ec60439cb693 |
| Source note | uspto-grants-2004_11 |