HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69015958, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 5-Amino-3-methylisoxazole | HCID 84590 | — |
| Reactant | 2,2,2-Trichloroethyl chloroformate | HCID 87063 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69015958 | HCID 69015958 | 26% |
Reaction Steps
To a solution of 3-methyl-5-aminoisoxazole (1.00 g, 10.2 mmol) and pyridine (0.97 ml, 12.2 mmol) in tetrahydrofuran (34 ml) was added 2,2,2-trichloroethyl chloroformate (1.69 ml, 12.2 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hours and half. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=7:3) to give 718 mg (26%) of the desired product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07851473B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-ff0fdf3e9a304f4faa3eab87366e1451 |
| Source note | uspto-grants-2010_12 |