HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Ethyl 5-nitro-3indolepropionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 5-(5-Nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane4,6-dione | HCID 15228263 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | Ethyl 5-nitro-3indolepropionate | HCID 19962040 | 89.8% |
Reaction Steps
To a solution of 5-(5-nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (10.0 g, 0.031 mol) in a mixture of pyridine (80 mL) and absolute ethanol (20 mL) was added 0.1 g of copper powder and the mixture was refluxed under Ar for 2h. After being stirred at room temperature for 66 h the mixture was refluxed for an additional 1 h. The cooled mixture was filtered and the filtrate was evaporated. The resulting residue was triturated with ether and a little CH2Cl2 to give the title compound (7.3 g, 89%) as a solid,
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05300506 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-126841d5a12f417dac89d6719828994e |
| Source note | uspto-grants-1994_04 |