HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → HCID 66992133, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 3-Amino-4,4,4-trifluorobut-2-enenitrile | HCID 53401096 | — |
| Reactant | Ethyl 2-[(6-fluoro-2-methyl-4-oxo-4H-chromen-8-yl)methylene]-3-oxobutanoate | HCID 66991191 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 66992133 | HCID 66992133 | — |
Reaction Steps
A solution of 230 mg (0.72 mmol) of ethyl 2-[(6-fluoro-2-methyl-4-oxo-4H-chromen-8-yl)-methylene]-3-oxobutanoate in 10 ml of 2-propanol is mixed with 98.34 mg (0.72 mmol) of 3-amino-4,4,4-trifluorobut-2-enenitrile [preparation in analogy to K. Krespan, J. Org. Chem. 34, 42-45 (1969)] and 12.2 mg (0.11 mmol) of potassium tert-butoxide and stirred under reflux for 12 h. After cooling, the mixture is concentrated. The residue is purified on an Analogix cartridge (F12M) (mobile phase: cyclohexane/ethyl acetate 2:1). The resulting crystals are purified further by preparative HPLC. 27.4 mg (8.69% of theory) of the title compound are obtained as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08058447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-a71fc54e44574bf88c1f1eeeda217546 |
| Source note | uspto-grants-2011_11 |