HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → HCID 67801881, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | HCID 23369753 | HCID 23369753 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Product | HCID 67801881 | HCID 67801881 | 71.6% |
Reaction Steps
2-(2-Azido-1-hydroxyethyl)-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (1.01 g, 3.53 mmol) was dissolved in tetrahydrofuran (100 ml), to which 10% palladium-on-carbon (1.01 g) was added for hydrogen replacement and stirred at room temperature for 3 hours. The reaction mixture was filtered, and the filtrate was condensed under reduced pressure. The residue was dissolved in a solvent mixture of methanol (40 ml) and chloroform (10 ml), to which 4N-HCl-dioxane (0.94 ml) was added while cooling in a water bath, followed by condensing under reduced pressure. The resultant residue was recrystallized from methanol-ether to obtain 749 mg of the title compound as pale yellow powdery crystals (71.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05576324 |
| Source dataset | uspto-grants-1996_11 |
| ORD ID | ord-1f004b9ccd644286abf6dc7b7d620e0e |
| Source note | uspto-grants-1996_11 |