HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenacyl bromide → HCID 90203755, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenacyl bromide | HCID 6259 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | HCID 136491270 | HCID 136491270 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 90203755 | HCID 90203755 | 98.6% |
Reaction Steps
To a solution of [3-(4-hydroxy-phenyl)-isoxazol-4-yl]-carbamic acid tert-butyl ester (50 mg, 0.18 mmol), K2CO3 (33 mg, 0.24 mmol) and tetrabutylammonium iodide (6.7 mg, 0.018 mmol) in DMF (2 mL) was added 2-bromoacetophenone (39.6 mg, 0.2 mmol). After 14 h the reaction mixture was poured into a water/ethyl acetate bilayer. The organic phase was concentrated and {3-[4-(2-oxo-2-phenyl-ethoxy)-phenyl]-isoxazol-4-yl}-carbamic acid tert-butyl ester (70 mg, 98%) was isolated from the resulting residue was purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290465B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-098b948051884fa383d0e85881468e11 |
| Source note | uspto-grants-2016_03 |