HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → (R)-1-fluoro-1-oxo-3-phenylpropan-2-yl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Cyanuric fluoride | HCID 12664 | — |
| Reactant | (R)-2-acetoxy-3-phenylpropanoic acid | HCID 11469837 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-1-fluoro-1-oxo-3-phenylpropan-2-yl acetate | HCID 87562668 | 88.1% |
Reaction Steps
(R)-2-acetoxy-3-phenylpropanoic acid 11.1.C (1170 mg, 5619 μmol) was azeotroped and dissolved in DCM under nitrogen. Pyridine (454 μl, 5619 μmol) was added followed by cyanuric fluoride (1423 μl, 16858 μmol) at −20° C. After 1 h, reaction was worked up with ice and DCM to afford 1.04 g (88%) crude (R)-1-fluoro-1-oxo-3-phenylpropan-2-yl acetate 11.1.D. The crude was directly used for next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785468B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-7942f49565a447b6b5331efd5cd4e146 |
| Source note | uspto-grants-2014_07 |